Tag: 100-200

On May 31, 2007, Rios, Ramon; Sunden, Henrik; Vesely, Jan; Zhao, Gui-Ling; Dziedzic, Pawel; Cordova, Armando published an article.Application of 79815-20-6 The title of the article was A simple organocatalytic enantioselective cyclopropanation of α,β-unsaturated aldehydes. And the article contained the following:

A highly chemo- and enantioselective organocatalytic cyclopropanation of α,β-unsaturated aldehydes with bromomalonate and 2-bromoacetoacetate esters is presented. The reaction is catalyzed by chiral amines and gives access to 2-formylcyclopropanes in high yields and up to 99% ee. The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).Application of 79815-20-6

The Article related to chiral amine catalyzed enantioselective cyclopropanation alpha beta unsaturated aldehyde, alpha beta unsaturated aldehyde cyclopropanation bromomalonate bromoacetoacetate ester catalyst and other aspects.Application 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 July 25, 2003, Yamazaki, Kazuo; Nakamura, Yosuke; Kondo, Yoshinori published an article.Name: Methyl 2-methyl-1H-indole-3-carboxylate The title of the article was Solid-Phase Synthesis of Indolecarboxylates Using Palladium-Catalyzed Reactions. And the article contained the following:

Indolecarboxylates are prepared on solid support using palladium-catalyzed reactions as the key steps. Supported β-amino-α,β-unsaturated esters are prepared either by attachment of tert-Bu acetoacetate to a resin followed by condensation with 2-haloanilines or by condensation of acryloyl chloride with a resin followed by Wacker-type oxidation of 2-haloanilines with the resin-bound acrylate in the presence of palladium catalysts. Supported α-amino-α,β-unsaturated esters are prepared by coupling of diethylphosphonoacetic acid to a resin followed by diazo transfer, rhodium-catalyzed insertion of 2-haloanilines, and base-mediated olefination with aldehydes. Palladium-catalyzed cyclization reactions of the α- or β-amino-α,β-unsaturated esters followed by cleavage of the resin-bound esters with sodium methoxide yields indolecarboxylates in moderate yields and purities. Rhodium-catalyzed insertion reactions of aminophenyl ketones and aldehydes with α-diazophosphonate esters followed by base-mediated cyclocondensation and cleavage from the resin with sodium methoxide also yields indolecarboxylates in low to moderate yields and purities. Resin-bound β-(halophenyl)-α-aminoacrylates are prepared either by attachment of an aminoacrylate to a resin followed by Heck arylation with an aryl halide or by rhodium-catalyzed insertion of an amine into a resin-bound α-diazophosphonate followed by olefination with halobenzaldehydes. Palladium-catalyzed cyclization of the resin-bound β-(halophenyl)-α-aminoacrylates followed by resin cleavage yields indolecarboxylates in 43-98% yields. A shorter version of this synthesis is also employed; palladium-catalyzed Heck reaction of 1,2-dihaloarenes with resin-bound acetylaminoacrylic acid followed by resin cleavage yields indolecarboxylates directly in 31-99% yields. Formylbromoarenes and -heteroarenes and methoxycarbonylarenes and -heteroarenes such as Me 2-bromobenzoate undergo palladium-catalyzed coupling with resin-bound acetylaminoacrylic acid followed by cyclization to yield fused pyridines and pyridones such as Me 1,2-dihydro-1-oxo-3-isoquinolinecarboxylate in 52-62% yields. The experimental process involved the reaction of Methyl 2-methyl-1H-indole-3-carboxylate(cas: 65417-22-3).Name: Methyl 2-methyl-1H-indole-3-carboxylate

The Article related to indolecarboxylate solid phase preparation, fused pyridine pyridone solid phase preparation, solid phase preparation indolecarboxylate palladium rhodium catalyzed cyclization reaction and other aspects.Name: Methyl 2-methyl-1H-indole-3-carboxylate

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 17, 2011, Chisholm, Cora D.; Wenzel, Thomas J. published an article.Related Products of 79815-20-6 The title of the article was Enantiomeric discrimination of aromatic-containing anionic substrates using cationic cyclodextrins. And the article contained the following:

Cationic α-, β-, and γ-cyclodextrins were prepared by reacting the corresponding native cyclodextrin (CD) with glycidyltrimethylammonium chloride (GTAC). The reaction conditions were varied to alter the degree of substitution of GTAC units on the cyclodextrin. The CD-GTAC derivatives, which retain a pos. charge independent of pH, were evaluated as water-soluble chiral NMR solvating agents for anionic substrates. The CD-GTAC derivatives are considerably more effective at causing enantiomeric discrimination in the 1H NMR spectra of aromatic-containing anionic substrates than the neutral native cyclodextrins. Derivatives with a degree of substitution of ∼1.5 were more effective than those with lower or higher degree of substitution. Not one of the α-, β-, and γ-CD-GTAC derivatives was consistently the most effective at causing enantiomeric discrimination for all of the substrates examined herein. The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).Related Products of 79815-20-6

The Article related to aromatic containing anion enantiomeric discrimination trimethylammonium modified cyclodextrin nmr, chiral nmr solvating agent trimethylammonium modified cyclodextrin anion substrate and other aspects.Related Products 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

Zoller, Jochen; Fabry, David C.; Ronge, Meria A.; Rueping, Magnus published an article in 2014, the title of the article was Synthesis of Indoles Using Visible Light: Photoredox Catalysis for Palladium-Catalyzed C-H Activation.Related Products of 65417-22-3 And the article contains the following content:

A combined palladium- and photoredox-catalyzed C-H olefination enables the synthesis of indoles. By using visible light, the direct C-H activation of aromatic enamines I (R1 = H, 4-PhO, 4-Cl, 2-F, 3,5-Me2, etc.; R2 = Me, Ph; R3 = Me, Et, t-Bu, PhCH2) can be achieved, and a variety of indoles II can be obtained in good yields under mild reaction conditions. The experimental process involved the reaction of Methyl 2-methyl-1H-indole-3-carboxylate(cas: 65417-22-3).Related Products of 65417-22-3

The Article related to indole carboxylate preparation, enamine intramol oxidative cyclization palladium photoredox catalysis visible light, ch functionalization, heck reaction, photocatalysis, superoxide and other aspects.Related Products of 65417-22-3

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 March 31, 2022, Zhang, Hongjun; Cheng, Zeguang; Wei, Litian; Yu, Xinjun; Wang, Zhao; Zhang, Yinjun published an article.Formula: C9H9NO2 The title of the article was Semi-rational protein engineering of a novel esterase from Bacillus aryabhattai (BaCE) for resolution of (R,S)-ethyl indoline-2-carboxylate to prepare (S)-indoline-2-carboxylic acid. And the article contained the following:

A gene encoding an esterase from Bacillus aryabhattai (BaCE) was identified, synthesized and efficiently expressed in the Escherichia coli system. A semi-rational protein engineering was applied to further improve the enzymes enantioselectivity. Under the guidance of the mol. docking result, a single mutant BaCE-L86Q and a double mutant BaCE-L86Q/G284E were obtained, with its Emax value 6.4 times and 13.9 times of the wild-type BaCE, resp. The recombinant BaCEs were purified and characterized. The overwhelming E value demonstrated that BaCE-L86Q/G284E was a promising biocatalyst for the biol. resolution to prepare (S)-indoline-2-carboxylic acid. The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).Formula: C9H9NO2

The Article related to bacillus escherichia esterase protein engineering enantioselectivity, (s)-indoline-2-carboxylic acid, biocatalysis, enantioselective, esterase, overexpression, protein engineering and other aspects.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 January 8, 2003, Viswanathan, Rajesh; Prabhakaran, Erode N.; Plotkin, Michael A.; Johnston, Jeffrey N. published an article.Computed Properties of 79815-20-6 The title of the article was Free Radical-Mediated Aryl Amination and Its Use in a Convergent [3 + 2] Strategy for Enantioselective Indoline α-Amino Acid Synthesis. And the article contained the following:

The scope of aryl radical additions to the nitrogen of azomethines is described. Aryl, trifluoromethyl alkyl, and α,β-unsaturated ketimines engage in regioselective aryl-nitrogen bond formation via 5-exo cyclizations of an aryl radical to azomethine nitrogen. Selectivity for carbon-nitrogen over carbon-carbon bond formation is generally high (>95:5) and competes only with direct aryl radical reduction by stannane (0-10%). α-Ketimines are a promising new class of carbon radical acceptors for which no competitive aryl radical reduction is observed The reaction conditions are pH-neutral and are therefore among the mildest methods available for amination of an aromatic ring. The ketimines examined did not suffer from competitive reduction by stannane, offering an advantage over the use of diazo and azide functional groups as nitrogen sources for carbon radicals. The free radical-mediated aryl amination was sequenced with the O’Donnell phase transfer-catalyzed enantioselective alkylation strategy of glycinyl imine to provide either enantiomer of indoline α-amino acids with high enantiomeric excess. These new constrained Ph alanine derivatives are now readily available for evaluation across a variety of applications. The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).Computed Properties of 79815-20-6

The Article related to ketimine preparation ketone addition arylamine, indoline derivative preparation radical based aryl amination cyclization ketimine, amino acid indolinecarboxylate asym preparation and other aspects.Computed Properties 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

Wuertz, Sebastian; Rakshit, Souvik; Neumann, Julia J.; Droege, Thomas; Glorius, Frank published an article in 2008, the title of the article was Palladium-catalyzed oxidative cyclization of N-aryl enamines: from anilines to indoles.Related Products of 65417-22-3 And the article contains the following content:

The special advantage of the title reaction to form substituted indoles lies within the broad scope of the transformation: a multitude of N-aryl enaminones, e.g., I, can be prepared readily in one step from com. available anilines. Furthermore, anilines can be converted directly in a one-pot process into the indole products, e.g., II. The experimental process involved the reaction of Methyl 2-methyl-1H-indole-3-carboxylate(cas: 65417-22-3).Related Products of 65417-22-3

The Article related to aniline derivative acetoacetate condensation, enaminone aryl derivative preparation palladium catalyst oxidative cyclization, indole carboxylate derivative preparation kinetics and other aspects.Related Products of 65417-22-3

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

Bandini, Marco; Gualandi, Andrea; Monari, Magda; Romaniello, Alessandro; Savoia, Diego; Tragni, Michele published an article in 2010, the title of the article was Allylic alcohols: Valuable synthetic equivalents of non-activated alkenes in gold-catalyzed enantioselective alkylation of indoles.SDS of cas: 883526-76-9 And the article contains the following content:

The recent booming of gold catalysis has demonstrated that unprecedented transformations can be realized in a highly selective manner. Moreover, due to the growing availability of chiral organic ligands, gold-catalysis can be considered as one of most dynamic hot spots in asym. synthesis. However, in this context, the use of non-activated olefinic C-C double bonds is still largely unexplored due to the intrinsic inertness of C=C (respect to allenes and alkynes) in taking part in nucleophilic additions assisted by π-electrophilic activations. Allylic alcs. have been demonstrated to be feasible “surrogates” of non-activated alkenes for the enantioselective allylic alkylation of indoles catalyzed by chiral gold(I) complexes. In this investigation, a full account addressing efficiency and substrate scope of such a process is presented. The products, tetrahydrocarbazoles or tetrahydro-β-carbolines, are obtained in moderate to good yields and 40-86% ee from the corresponding Z-allylic alc.-containing substrates, while the E isomers are unreactive. The experimental process involved the reaction of 1,5-Dimethyl-1H-indole-2-carbaldehyde(cas: 883526-76-9).SDS of cas: 883526-76-9

The Article related to allylic alc tethered indole derivative preparation, chiral ligand gold catalyzed intramol allylic alkylation indole derivative, tetrahydrocarbazole derivative stereoselective preparation, tetrahydrocarboline derivative stereoselective preparation and other aspects.SDS of cas: 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

On November 15, 2021, Chen, Xin-Meng; Zhu, Ling; Chen, Dian-Feng; Gong, Liu-Zhu published an article.Category: indole-building-block The title of the article was Chiral Indoline-2-carboxylic Acid Enables Highly Enantioselective Catellani-type Annulation with 4-(bromomethyl)cyclohexanone. And the article contained the following:

Chiral indoline-2-carboxylic acid was identified to enable a highly enantioselective Catellani-type annulation of (hetero)aryl, alkenyl triflate and conjugated vinyl iodides with 4-(bromomethyl)cyclohexanone, directly assembling a diverse range of chiral all-carbon bridged ring systems, e.g., I. Control experiments and DFT calculations suggested that the coordinating orientation of the chiral amino acid to the arylpalladium(II) center allowed for high levels of stereochem. control. The experimental process involved the reaction of H-Idc-OH(cas: 79815-20-6).Category: indole-building-block

The Article related to tetrahydro methanocyclooctanaphthalenone enantioselective preparation, enantioselective preparation tetrahydro methanocyclooctaquinolinedione, c−h activation, asymmetric catellani annulation, chiral amines, cooperative catalysis, palladium 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

Cui, Xin; Huang, Wei; Wu, Lipeng published an article in 2021, the title of the article was Zirconium-hydride-catalyzed transfer hydrogenation of quinolines and indoles with ammonia borane.Computed Properties of 52537-00-5 And the article contains the following content:

Applied zirconium-hydride complex as the catalyst, the transfer hydrogenation of quinoline and indole derivatives with ammonia borane as a proton and hydride source was achieved. Up to 94% yield of the corresponding hydrogenated products were obtained with tolerance of various functional groups. Preliminary mechanistic studies revealed a concerted N-H and B-H activation reaction pathway. The experimental process involved the reaction of 6-Chloro-2,3-dihydro-1H-indole(cas: 52537-00-5).Computed Properties of 52537-00-5

The Article related to quinoline ammonia borane zirconium hydride catalyst regioselective transfer hydrogenation, tetrahydroquinoline preparation, indole ammonia borane zirconium hydride catalyst regioselective transfer hydrogenation, indoline preparation and other aspects.Computed Properties 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