Month: October 2022

On June 30, 2008, Vesely, Jan; Zhao, Gui-Ling; Bartoszewicz, Agnieszka; Cordova, Armando published an article.Category: indole-building-block The title of the article was Organocatalytic asymmetric nitrocyclopropanation of α,β-unsaturated aldehydes. And the article contained the following:

A novel organocatalytic, highly enantioselective nitrocyclopropanation of α,β-unsaturated aldehydes is presented. The 1-nitro-2-formylcyclopropane derivatives synthesized from this catalytic transformation were converted to the corresponding β-nitromethyl-acid esters, which are excellent precursors of GABA analogs such as baclofen, by subsequent organocatalytic, chemoselective ring-opening. The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).Category: indole-building-block

The Article related to unsaturated aldehyde bromonitromethane stereoselective nitrocyclopropanation organocatalyst, nitrocyclopropanecarboxaldehyde stereoselective preparation ring opening, nitro ester baclofen precursor stereoselective preparation, gaba analog precursor nitro ester stereoselective preparation and other aspects.Category: indole-building-block

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

On February 20, 2006, Kuwano, Ryoichi; Kashiwabara, Manabu; Sato, Koji; Ito, Takashi; Kaneda, Kohei; Ito, Yoshihiko published an article.SDS of cas: 79815-20-6 The title of the article was Catalytic asymmetric hydrogenation of indoles using a rhodium complex with a chiral bisphosphine ligand PhTRAP. And the article contained the following:

Nonracemic N-substituted indolines are prepared by enantioselective hydrogenation of N-protected indoles in the presence of a rhodium catalyst generated in situ from bis(norbornadiene)rhodium(I) hexafluoroantimonate and nonracemic bis(diphenylphosphinoethyl)biferrocenes with cesium carbonate as base in isopropanol. Other rhodium precursors such as (μ4-1,5-cyclooctadiene)rhodium (I) acetylacetonate and bases such as triethylamine are effective for the enantioselective hydrogenation of 1-substituted indolines; use of solvents other than isopropanol gives indolines in decreased yields and enantioselectivities or (in the case of methanol) no product. Hydrogenation of 1-acetylindoles with iso-Bu, methoxycarbonyl, Ph, Me or Bu groups at the 2-positions gives the corresponding chiral indolines in 45-98% yields and in 79-95% ee; changing the acetyl group to a tert-butoxycarbonyl or a tosyl group yields indolines in 77-78% ee, while 2-cyclohexyl-1-acetylindole gives the corresponding indoline in 27% yield and 19% ee. Hydrogenation of 3-substituted N-tosylindoles yields 3-substituted 1-tosylindoles; changing the tosyl group to a tert-butoxycarbonyl group decreases enantioselectivity and yield drastically, while replacement of the tosyl group with either a mesyl or a triflyl group gives indoline products with decreased yields and similar enantioselectivities. Me 1-tosyl-3-indolepropanoate, tert-Bu 1-tosyl-3-indoleacetate, and 3-acetyl-1-tosylindole are hydrogenated to indolines in diminished yields and/or selectivities. The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).SDS of cas: 79815-20-6

The Article related to indoline enantioselective preparation, stereoselective hydrogenation indole rhodium phenylphosphinoethylbiferrocene catalyst, effect base solvent stereoselective hydrogenation indole rhodium phenylphosphinoethylbiferrocene, catalytic asym hydrogenation indole rhodium complex bisphosphine phtrap and other aspects.SDS of cas: 79815-20-6

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Li, Long; Zhou, Bo; Wang, Yong-Heng; Shu, Chao; Pan, Yi-Fei; Lu, Xin; Ye, Long-Wu published an article in 2015, the title of the article was Zinc-Catalyzed Alkyne Oxidation/C-H Functionalization: Highly Site-Selective Synthesis of Versatile Isoquinolones and β-Carbolines.Recommanded Product: 1,5-Dimethyl-1H-indole-2-carbaldehyde And the article contains the following content:

An efficient zinc(II)-catalyzed alkyne oxidation/C-H functionalization sequence was developed, leading to a highly site-selective synthesis of a variety of isoquinolones, e.g., I, and β-carbolines, e.g., II. Importantly, in contrast to the well-established gold-catalyzed intermol. alkyne oxidation, over-oxidation was completely suppressed in this system and the reaction most likely proceeds by a Friedel-Crafts-type pathway. Mechanistic studies and theor. calculations were described. The experimental process involved the reaction of 1,5-Dimethyl-1H-indole-2-carbaldehyde(cas: 883526-76-9).Recommanded Product: 1,5-Dimethyl-1H-indole-2-carbaldehyde

The Article related to ynamide benzyl alkyne oxidation regioselective functionalization zinc triflate, indolylmethyl ynamide alkyne oxidation regioselective functionalization zinc triflate, isoquinolone preparation, carboline beta preparation, heterocycles, homogeneous catalysis, nitrogen oxides, synthetic methods, zinc and other aspects.Recommanded Product: 1,5-Dimethyl-1H-indole-2-carbaldehyde

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

On September 20, 2017, Dressen, Alana; Hilberath, Thomas; Mackfeld, Ursula; Rudat, Jens; Pohl, Martina published an article.COA of Formula: C9H9NO2 The title of the article was Phenylalanine ammonia lyase from Arabidopsis thaliana (AtPAL2): A potent MIO-enzyme for the synthesis of non-canonical aromatic alpha-amino acids.. And the article contained the following:

Phenylalanine ammonia lyase (PAL) from Arabidopsis thaliana (AtPAL2) is in general a very good catalyst for the amination of fluoro- and chloro-cinnamic acid derivatives yielding halogenated (S)-phenylalanine derivatives with ≥85% conversion and excellent ee values >99%. We have studied the application of this enzyme as whole cell biocatalyst and immobilized on the cellulose carrier Avicel for the production of the hypertension drug precursor (S)-2-chloro-phenylalanine using batch, fed-batch, as well as continuous membrane reactor and plug-flow reactor. For immobilization, a C-terminal fusion of the enzyme with a carbohydrate binding module (CBM) was produced, which selectively binds to Avicel directly from crude cell extracts, thus enabling a fast and cheap immobilization, stabilization and recycling of the enzyme. 1 g Avicel was loaded with 10 mg enzyme. Best results were obtained with whole cells using the continuous membrane reactor (47 gproduct/gDryCellWeight) and using the immobilized enzyme in a repetitive fed-batch (274 gproduct/gimmobilized enzyme) or in a continuous plug-flow reactor (288 gproduct/gimmobilize enzyme). Therewith the productivity of AtPAL2 outperforms the established fed-batch process at DSM using PAL from Rhodotorula glutinis in E. coli as whole cell biocatalyst with a productivity of 0.14 gproduct/gWetCellWeight (0.7 gproduct/gDryCellWeight) (de Lange et al., 2011; doi:10.1002/cctc.201000435). The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).COA of Formula: C9H9NO2

The Article related to phenylalanine ammonia lyase arabidopsis noncanonical aromatic amino acid, (s)-2-cl-phe (pubchem cid85679), (s)-2-indolinecarboxylic acid, (s)-phe (pubchem cid: 6140), 2-cl-cinnamic acid (pubchem cid: 700642), enzyme reactor, indolapril, mio enzyme, perindopril, trans-cinnamic acid (pubchem cid: 444539) and other aspects.COA of Formula: C9H9NO2

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

On February 6, 1986, Henneke, Karl Wilhelm; Wedemeyer, Karlfried published a patent.HPLC of Formula: 52537-00-5 The title of the patent was Procedure for preparing indoline and indoline derivatives. And the patent contained the following:

Indolines I (R1, R2 = H, halo, alkyl, alkoxy; R3 = H, alkyl) were prepared by cyclization of phenethylamines II (X = halo) in the presence of Cu catalysts, characterized in that the cyclization is done in the presence of inorganic carbonates or H carbonates and in the presence of complexing agents for copper ions. Heating a mixture of 2-ClC6H4CH2CH2NH2, CuCl, 8-hydroxyquinoline, soda, and Me2CHCH2OH to boiling and keeping 4-6 h at 120° gave 99.9% pure indoline in 94% yield. Indoline and its derivatives are intermediates for plant protective agents, agrochems., aromas, dyes, and pharmaceuticals. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).HPLC of Formula: 52537-00-5

The Article related to indoline, halophenethylamine cyclization cuprous chelator, plant protective intermediate indoline, agrochem protective intermediate indoline, aroma protective intermediate indoline, dye protective intermediate indoline, pharmaceutical protective intermediate indoline, carbonate cyclization halophenethylamine and other aspects.HPLC of Formula: 52537-00-5

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

On August 10, 2006, Jolidon, Synese; Narquizian, Robert; Norcross, Roger, David; Pinard, Emmanuel published a patent.Application of 52537-00-5 The title of the patent was Preparation of heterocyclic substituted phenyl methanones as inhibitors of the glycine transporter 1. And the patent contained the following:

The title compounds I [R1 = halo, cycloalkyl, aryl, etc.; R2 = SO2(alkyl), SO2NH(alkyl), NO2 or CN; het = aromatic or partially aromatic bicyclic amine, which may contain one or two addnl. N-atoms, selected from (un)substituted isoindolyl, indolyl, pyrrolo[3,4-d]pyrimidinyl, etc.], useful for treating illnesses based on the glycine uptake inhibitor, were prepared and formulated. Thus, reacting 2-isopropoxy-5-methansulfonylbenzoic acid (preparation given) with 2,3-dihydro-1H-isoindole afforded 88% II. It has been found that the compounds I are good inhibitors of the glycine transporter 1 (GlyT-1) (IC50 values were given for representative compounds I). The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Application of 52537-00-5

The Article related to heterocyclyl phenyl methanone preparation glycine transporter glyt1 inhibitor, isoindolyl phenyl methanone preparation glycine transporter glyt1 inhibitor, indolyl phenyl methanone preparation glycine transporter glyt1 inhibitor, pyrrolopyrimidinyl phenyl methanone preparation glycine transporter glyt1 inhibitor and other aspects.Application of 52537-00-5

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

On December 25, 2000, Pasquier, Corinne; Naili, Said; Mortreux, Andre; Agbossou, Francine; Pelinski, Lydie; Brocard, Jacques; Eilers, Juergen; Reiners, Iris; Peper, Viola; Martens, Juergen published an article.Recommanded Product: 79815-20-6 The title of the article was Free and Cr(CO)3-Complexed Aminophosphine Phosphinite Ligands for Highly Enantioselective Hydrogenation of α-Functionalized Ketones. And the article contained the following:

The synthesis and characterization of a new series of aryl- and cycloalkyl-substituted aminophosphine phosphinites, e.g. I (R = cyclopentyl), obtained from the reaction of the three precursors (S)-2-hydroxymethylazetidine, (S)-3-hydroxymethyl-1,2,3,4-tetrahydroisoquinoline, and (S)-2-hydroxymethylindoline and chlorophosphines is described. The aromatic ring in (S)-2-hydroxymethylindoline has allowed the synthesis and isolation of tricarbonyl chromium complexed amino alcs., which were similarly converted into the corresponding aminophosphine phosphinites, presenting a stereogenic center and a planar chirality. Ligand I ((S)-Cp,Cp-IndoNOP) revealed an unprecedented 31P NMR fluxional behavior related to a rotation inhibition around the P-heteroatom (N and O) bonds. These new AMPP ligands were used in the enantioselective hydrogenation of various α-functionalized ketones, i.e., dihydro-4,4-dimethyl-2,3-furandione 14, N-benzyl benzoylformamide 15, Et pyruvate 16, and 2-(N,N-dimethyl)aminoacetophenone hydrochloride 17. The stereoelectronic effects generated by the presence of the tricarbonyl chromium moiety onto the hydrogenations have been assessed. The beneficial effect of the matching chiralities in ligand associated with the use of the most appropriate nonchiral ligand Cl has resulted in a win of 13% of ee for the rhodium-based hydrogenation of 15. While using the most suitable new chiral AMPP ligand from this study, the four above-mentioned substrates were converted into the corresponding optically active alcs. in >99% ee (14/I), >99% ee (15/I), 87% ee (16/I), and >99% ee (17/I), resp. The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).Recommanded Product: 79815-20-6

The Article related to chromium complexed aminophosphine phosphinite ligand preparation catalyst enantioselective hydrogenation, functionalized ketone enantioselective hydrogenation catalyst chromium complexed aminophosphine phosphinite, rhodium ruthenium aminophosphine phosphinite complex catalyst enantioselective hydrogenation ketone and other aspects.Recommanded Product: 79815-20-6

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

Zhong, Jian-Ji; To, Wai-Pong; Liu, Yungen; Lu, Wei; Che, Chi-Ming published an article in 2019, the title of the article was Efficient acceptorless photo-dehydrogenation of alcohols and N-heterocycles with binuclear platinum(II) diphosphite complexes.Application of 52537-00-5 And the article contains the following content:

Binuclear platinum(II) diphosphite complexes as practical and efficient photocatalysts for oxidant-free and acceptorless dehydrogenation of alcs. and N-heterocycles in high yields even under substrate-limiting conditions was described. The reaction could be used for constructing quinazolin-4(3H)-ones from anthranilamide and alcs. This protocol offered the unique reactivity of binuclear platinum(II) diphosphite complexes, wide substrate scope, mild reaction conditions, scalability, utility and versatility of these photocatalysts with practical relevance. Regeneration of the photocatalyst by means of reductive elimination of dihydrogen from the in-situ formed platinum(III)-hydride species represented an alternative paradigm to the current approach in photoredox catalysis. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Application of 52537-00-5

The Article related to binuclear platinum diphosphite complex preparation uv absorption, ketone aldehyde preparation, alc photodehydrogenation binuclear platinum diphosphite complex catalyst, indole quinoline isoquinoline benzothiazole pyrrole preparation, saturated heterocycle photodehydrogenation binuclear platinum diphosphite catalyst and other aspects.Application of 52537-00-5

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

On October 4, 2021, Luo, Zaoli; Liu, Yungen; Tong, Ka-Chung; Chang, Xiao-Yong; To, Wai-Pong; Che, Chi-Ming published an article.Reference of 6-Chloro-2,3-dihydro-1H-indole The title of the article was Luminescent Platinum(II) Complexes with Bidentate Diacetylide Ligands: Structures, Photophysical Properties and Application Studies. And the article contained the following:

A series of platinum(II) m-terphenyl 2,2”-diacetylide complexes supported by diimines (2,2′-bipyridines, 1,10-phenanthroline, 2,2′-bipyrimidine) or bis-N-heterocyclic carbenes 3-RIm(CH2)nImR-3′ (R = Bu, Me; n = 1-3) ligands have been prepared The diacetylide ligands adopt a cis coordination mode featuring non-planar terphenyl moieties as revealed by X-ray crystallog. analyses. The electrochem., photophys. and photochem. properties of these platinum(II) complexes have been investigated. These platinum(II) diimine complexes show broad emission with peak maxima from 566 nm to 706 nm, with two of them having emission quantum yields >60% and lifetimes <2μs in solutions at room temperature, whereas the platinum(II) diacetylide complexes having bis-N-heterocyclic carbene instead of diimine ligand display photoluminescence with quantum yields of up to 28% in solutions and excited state lifetimes of up to 62μs at room temperature Application studies revealed that one of the complexes can catalyze photoinduced aerobic dehydrogenation of alcs. and alkenes, and a relatively non-toxic water-soluble Pt(II) complex displays anti-angiogenic activity. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Reference of 6-Chloro-2,3-dihydro-1H-indole

The Article related to platinum diacetylide bipyridine imidazolylidene complex preparation photoluminescence photophysics, crystal structure platinum diacetylide bipyridine imidazolylidene complex, mol structure platinum diacetylide bipyridine imidazolylidene complex, bis-n-heterocyclic carbene, diacetylide, diimine, luminescence, platinum and other aspects.Reference of 6-Chloro-2,3-dihydro-1H-indole

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles

On January 1, 2018, He, Yi; Li, Zhenghua; Robeyns, Koen; Van Meervelt, Luc; Van der Eycken, Erik V. published an article.HPLC of Formula: 883526-76-9 The title of the article was A Gold-Catalyzed Domino Cyclization Enabling Rapid Construction of Diverse Polyheterocyclic Frameworks. And the article contained the following:

We report herein an efficient gold(I)-catalyzed post-Ugi domino dearomatization/ipso-cyclization/Michael sequence that enables access to libraries of diverse (hetero)arene-annulated tricyclic heterocycles. This process affords novel complex polycyclic scaffolds in moderate to good yields from readily available acyclic precursors with excellent chemo-, regio-, and diastereoselectivity. The power of this strategy has been demonstrated by the rapid synthesis of 40 highly functionalized polyheterocycles bearing indole, pyrrole, (benzo)furan, (benzo)thiophene, pyrazole, and electron-rich arene groups in two operational steps. Thus, e.g., treatment of Ugi adduct I with IPrAuCl/AgOTf afforded polyheterocycle II (96%). The experimental process involved the reaction of 1,5-Dimethyl-1H-indole-2-carbaldehyde(cas: 883526-76-9).HPLC of Formula: 883526-76-9

The Article related to gold catalyzed domino cyclization diverse polyheterocyclic compound synthesis, chemoselective synthesis polyheterocyclic compound, regioselective synthesis polyheterocyclic compound, diastereoselective synthesis polyheterocyclic compound, ugi reaction, dearomatization, domino cyclization, gold catalysis, heterocycles and other aspects.HPLC of Formula: 883526-76-9

Referemce:
Indole alkaloid derivatives as building blocks of natural products from Bacillus thuringiensis and Bacillus velezensis and their antibacterial and antifungal activity study,
Preparation of Indole Containing Building Blocks for the Regiospecific Construction of Indole Appended Pyrazoles and Pyrroles