Tag: 100-200

Qiu, Youai; Fu, Chunling; Zhang, Xue; Ma, Shengming published an article in 2014, the title of the article was Studies on [PtCl2]- or [AuCl]-Catalyzed Cyclization of 1-(Indol-2-yl)-2,3-Allenols: The Effects of Water/Steric Hindrance and 1,2-Migration Selectivity.Safety of 1,5-Dimethyl-1H-indole-2-carbaldehyde And the article contains the following content:

The [PtCl2]- or [AuCl]-catalyzed reaction of 1-(indol-2-yl)-2,3-allenols occurred smoothly at room temperature to afford a series of poly-substituted carbazoles efficiently. Compared with the [PtCl2]-catalyzed process, the [AuCl]-catalyzed reaction represents a significant advance in terms of the scope and the selectivity. Selective 1,2-alkyl or aryl migration of the gold carbene intermediate was observed: compared with the Me group, the iso-Pr, cyclopropyl, cyclobutyl, and cyclohexyl groups migrate exclusively; the cyclopropyl group shifts selectively over the Et group; the 1,2-migration of a non-Me linear alkyl is faster than Me group; the Ph group migrates exclusively over Me or Et group. DFT calculations show that water makes the elimination of H2O facile requiring a much lower energy and validates the migratory preferences of different alkyl or Ph groups observed The experimental process involved the reaction of 1,5-Dimethyl-1H-indole-2-carbaldehyde(cas: 883526-76-9).Safety of 1,5-Dimethyl-1H-indole-2-carbaldehyde

The Article related to cyclization indolylallenols mechanism platinum gold chloride catalyst, dft cyclization indolylallenols platinum gold chloride catalyst, allenes, carbenes, density functional calculations, gold, platinum and other aspects.Safety of 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 April 7, 1998, Arnold, Lee D. published a patent.HPLC of Formula: 52537-00-5 The title of the patent was Preparation of 4-heterocyclylquinazolines as anticancer agents.. And the patent contained the following:

Title compounds [I; Z = specified (substituted) N-heterocyclyl; R1 = CF3, halo, NO2, OH, amino, cyano, alkyl, alkoxy, alkoxycarbonyl, alkanoyloxy, alkanoylamino, CO2H, PhO, PhCO2, carbamoyl, hydroxyalkyl, alkylthio, anilino, pyrrolidinyl, etc.; m = 0-3], were prepared as neoplasm inhibitors (no data). Thus, 6-chloroindoline, 4-chloro-6,7-ethylenedioxyquinazoline, and pyridine were refluxed in iPrOH to give 4-(6-chloro-2,3-dihydroindol-1-yl)-7,8-dihydro[1,4]dioxino[2,3-g]quinazoline. 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 heterocyclylquinazoline preparation anticancer, quinazoline heterocyclyl preparation anticancer, hyperproliferative disorder treatment heterocyclylquinazoline, indolylquinazoline preparation anticancer 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 July 8, 2003, Mavunkel, Babu J.; Liu, David Y.; Schreiner, George F.; Lewicki, John A.; Perumattam, John J. published a patent.Reference of 6-Chloro-1H-indole-5-carboxylic acid The title of the patent was Preparation of indoles, benzimidazoles and benztriazoles for treating cardiac failure and other disorders. And the patent contained the following:

The title compounds I and II [Z1, Z2 = CR4, N; R4 = H, alkyl, aryl, each of said alkyl or aryl optionally including one or more heteroatoms selected from O, S and N and optionally substituted by one or more of halo, OR, SR, NR2, RCO, CO2R, CONR2, O2CR, NROCR, etc. and R = H, alkyl; R1 = Q and X1 = CO, SO, SO2, CHOH; m = 1; Y = alkyl, aryl, arylalkyl; YY = alkylene bridge; n = 0-2; Z3 = N; X2 = CH, CH2 or an isostere; Ar = one or two Ph moieties directly coupled to X2 optionally substituted by halo, nitro, alkyl, etc.; R2 = H, alkyl, aryl; R3 = H, halo, NO2, alkyl, alkenyl, etc.], useful as selective inhibitors of p38α kinase, were prepared Thus, amidation of benzimidazole-5-carboxylic acid with 4-benzylpiperidine in the presence of EDAC and DMAP in DMF afforded 47% 4-benzylpiperidinyl-benzimidazole-5-carboxamide which showed 85% inhibition of p38β at 50 μM. The compounds I were tested for their specificity for p38α as compared to p38β (data given). The experimental process involved the reaction of 6-Chloro-1H-indole-5-carboxylic acid(cas: 256935-86-1).Reference of 6-Chloro-1H-indole-5-carboxylic acid

The Article related to benzimidazole preparation p38 kinase inhibitor, heart failure benzimidazole benzotriazole indole preparation, benzotriazole preparation p38 kinase inhibitor, indole preparation p38 kinase inhibitor and other aspects.Reference of 6-Chloro-1H-indole-5-carboxylic acid

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 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

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 August 31, 1995, Arnold, Lee D. published a patent.Electric Literature of 52537-00-5 The title of the patent was Preparation of 4-(heterocyclyl)quinazoline-derivative anticancer agents. And the patent contained the following:

The title compds [I; R1 = (un)substituted alkyl, halogen, NO2, OH, NH2, alkoxy, heterocyclo, PhO, etc.; Z = (un)substituted heterocyclo; m = 0-3], useful for the treatment of abnormal proliferation due to cancer (no data), psoriasis (no data), benign prostatic hypertrophy (no data), etc. (no data), are prepared Thus, 6-chloroindoline was reacted with 4-chloro-6,7-(ethylenedioxy)quinazoline and pyridine, producing 4-(6-chloro-2,3-dihydroindol-1-yl)-7,8-dihydro[1,4]dioxino[2,3-g]quinazoline, m.p. 209-211°. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Electric Literature of 52537-00-5

The Article related to anticancer agent preparation heterocyclylquinazoline, psoriasis treatment preparation heterocyclylquinazoline, benign prostatic hypertrophy treatment preparation heterocyclylquinazoline, cell proliferation abnormal prevention preparation heterocyclylquinazoline, quinazoline heterocyclyl and other aspects.Electric Literature 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 July 20, 2007, Hartikka, Antti; Arvidsson, Per I. published an article.Synthetic Route of 79815-20-6 The title of the article was Tetrazolic Acid Functionalized Dihydroindol: Rational Design of a Highly Selective Cyclopropanation Organocatalyst. And the article contained the following:

An improved catalyst (S)-(-)-indolin-2-yl-1H-tetrazole (I) for the enantioselective organocatalyzed cyclopropanation of α,β-unsaturated aldehydes with sulfur ylides has been reported. The new organocatalyst readily facilitates the enantioselective organocatalytic cyclopropanation, providing cyclized products, e.g., II, in excellent diastereoselectivities ranging from 96% to 98% along with enantioselectivities exceeding 99% enantiomeric excess for all reacted α,β-unsaturated aldehydes. The new catalyst provides the best results so far reported for intermol. enantioselective organocatalyzed cyclopropanation. The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).Synthetic Route of 79815-20-6

The Article related to unsaturated aldehyde sulfur ylide chiral indolinyltetrazole diastereoselective enantioselective cyclopropanation, cyclopropane carboxaldehyde derivative stereoselective preparation, intermol diastereoselective enantioselective cyclopropanation organocatalyst chiral indolinyltetrazole and other aspects.Synthetic Route of 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, Sabilla; Wandler, Angela E. E.; Schepers, Ute; Nieger, Martin; Braese, Stefan published an article in 2015, the title of the article was Synthesis of New Diketopiperazines, Thiolation to Thiodiketopiperazines, and Examination of Their ROS-Generating Properties.Synthetic Route of 79815-20-6 And the article contains the following content:

A variety of new sym. and unsym. diketopiperazines have been prepared from free amino acids by using a previously developed microwave-assisted protocol. This included the successful incorporation of L-pyroglutamic acid as an unusual building block. The diketopiperazines were then thiolated electrophilically to the corresponding bis(methylthio)- and epidithiodiketopiperazines, e.g., I and II (X = S2, S3). Initial experiments showed a promising activity towards the generation of reactive oxygen species in HeLa cells. The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).Synthetic Route of 79815-20-6

The Article related to amino acid microwave irradiation dimerization, diketopiperazine stereoselective preparation sulfur thiolation reduction, bis methylthio diketopiperazine stereoselective preparation ros generation activity, epidithiodiketopiperazine stereoselective preparation ros generation activity and other aspects.Synthetic Route of 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

On February 16, 2018, Kong, Xiang-Fei; Zhan, Feng; He, Guo-Xue; Pan, Cheng-Xue; Gu, Chen-Xi; Lu, Ke; Mo, Dong-Liang; Su, Gui-Fa published an article.HPLC of Formula: 883526-76-9 The title of the article was Gold-Catalyzed Selective 6-exo-dig and 7-endo-dig Cyclizations of Alkyne-Tethered Indoles To Prepare Rutaecarpine Derivatives. And the article contained the following:

An efficient method to synthesize rutaecarpine derivatives I [R1 = H, OMe-3, Me-3, Cl-3, Br-3, I-3, F-2, Cl-4; R2 = Me, CH2Ph, H; R3 = Me-10, Br-10, Cl-11; R4 = H, Me, SiMe3] and II [R1 = H, OMe, Cl, Br, I; R3 = H, Cl; R4 = H, Me, Ph, SiMe3] via the gold-catalyzed selective cyclization of alkyne-tethered indoles III under mild conditions is described. The alkyne-tethered indole can undergo 6-exo-dig cyclization by oxidation and sequential gold catalysis, while it goes through 7-endo-dig cyclization by gold catalysis and sequential oxidation Substrate scope studies reveal that the selectivity of cyclization was controlled by the substrates with sp3 and sp2 hybridization of carbon at the 2 position in quinazolinone. Furthermore, the rutaecarpine scaffold was prepared in 67% yield at gram scale easily in four steps from isatoic anhydride. 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 rutaecarpine alkaloid derivative scaffold preparation, quinazolinone alkyne tethered indoles gold catalyzed selective cyclization, exo dig cyclization gold catalysis quinazolinone alkyne tethered indoles, endo dig cyclization gold catalysis quinazolinone alkyne tethered indoles 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