M.W=200-250 | - Page 14 of 14 - Indole Building Blocks

Zhu, Shuai’s team published research in Nature Communications in 2019-12-31 | CAS: 69622-40-8

Nature Communications published new progress about Aromatic amines Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 69622-40-8 belongs to class indole-building-block, name is 2-(tert-Butyl)-5-chloro-1H-indole, and the molecular formula is C12H14ClN, Application In Synthesis of 69622-40-8.

Zhu, Shuai published the artcileOrganocatalytic atroposelective construction of axially chiral arylquinones, Application In Synthesis of 69622-40-8, the main research area is axially chiral aryl quinone preparation organocatalytic atroposelective.

Herein, the atroposelective construction of axially chiral arylquinones I [R1 = H, CO2Me, CO2Bn, etc.; R2 = H, 7-Br, 6-OMe, etc.; R3 = H, 6-Me, 7-Ph, etc.; R4 = NH2, OH, NHPh, etc.] and II [X = Cl, Br, I; R5 = t-Bu, C(Me)2CH2CH3; R6 = H, 5-Me, 5-OMe, etc.] by a bifunctional chiral phosphoric acid-catalyzed asym. conjugate addition and central-to-axial chirality conversion was presented. With o-naphthoquinone as both the electrophile and the oxidant, three types of arylation counterparts, namely 2-naphthylamines, 2-naphthols and indoles, were utilized to assemble a series of atropisomeric scaffolds in good yields and excellent enantioselectivities. This approach not only expands the axially chiral library but also offered a route to a class of potential, chiral biomimetic catalysts.

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

Mao, Yujian’s team published research in ACS Catalysis in 2018-04-06 | CAS: 13523-93-8

ACS Catalysis published new progress about Carboxylic acids Role: RCT (Reactant), SPN (Synthetic Preparation), RACT (Reactant or Reagent), PREP (Preparation). 13523-93-8 belongs to class indole-building-block, name is 4-(Benzyloxy)-1-methyl-1H-indole, and the molecular formula is C16H15NO, Synthetic Route of 13523-93-8.

Mao, Yujian published the artcilePd-Catalyzed Debenzylation and Deallylation of Ethers and Esters with Sodium Hydride, Synthetic Route of 13523-93-8, the main research area is palladium catalysis debenzylation deallylation ether ester sodium hydride.

Herein we demonstrate simply that the addition of Pd(OAc)2 as a promotor switches the reactivity of a commonly used base NaH to a nucleophilic reductant. The reactivity is engineered into a palladium-catalyzed reductive debenzylation and deallylation of aryl ethers and esters. This operationally simple, mild protocol displays a broad substrate scope and a broad spectrum of functional group tolerance (>50 examples) and high chemoselectivity toward aryl ethers over aliphatic structures. Moreover, the dual reactivity of NaH as a base and a reductant is demonstrated in efficient synthetic elaboration.

Lindsay-Scott, Peter J.’s team published research in Synlett in 2016-06-30 | CAS: 1677-47-0

Synlett published new progress about Anilines Role: RCT (Reactant), RACT (Reactant or Reagent). 1677-47-0 belongs to class indole-building-block, name is 4,5-Dichloroisatin, and the molecular formula is C8H3Cl2NO2, Safety of 4,5-Dichloroisatin.

Lindsay-Scott, Peter J. published the artcileUtilizing Solubility Differences to Achieve Regiocontrol in the Synthesis of Substituted Quinoline-4-carboxylic Acids, Safety of 4,5-Dichloroisatin, the main research area is isonitrosoacetanilide Sandmeyer reaction; isatin preparation regioselective Pfitzinger reaction; quinoline carboxylic acid preparation regioselective.

A practical method for the regiocontrolled synthesis of substituted quinoline-4-carboxylic acids was described. Solubility differences between the product quinoline regioisomers enabled their facile separation, thus avoiding any challenging chromatog. purifications and allowing access to highly substituted quinoline compounds in three steps from com. available anilines.

Alen, J.’s team published research in MedChemComm in 2016 | CAS: 173458-87-2

MedChemComm published new progress about Anilines Role: RCT (Reactant), RACT (Reactant or Reagent). 173458-87-2 belongs to class indole-building-block, name is 4-CHloro-6,7,8,9-Tetrahydro-5H-Pyrimido[4,5-B]Indole, and the molecular formula is C10H10ClN3, Related Products of indole-building-block.

Alen, J. published the artcileTetrahydro-pyrimido-indoles as selective LIMK inhibitors: synthesis, selectivity profiling and structure-activity studies, Related Products of indole-building-block, the main research area is tetrahydropyrimidoindole preparation selective LIM kinase inhibitor SAR.

Extensive structure-activity studies on three different modification sites resulted in a series of LIM kinase inhibitors, containing a novel tricyclic hinge-binding motif based on the pyrrolopyrimidine scaffold. The compounds display a superior selectivity profile and significantly increased on-target activity compared to the former clin. candidate LX7101 (Lexicon Pharmaceuticals). Addnl., a soft drug approach to yield locally active analogs was successfully implemented.

Jin, Jiang’s team published research in Organic & Biomolecular Chemistry in 2021 | CAS: 13523-93-8

Organic & Biomolecular Chemistry published new progress about Crystal structure. 13523-93-8 belongs to class indole-building-block, name is 4-(Benzyloxy)-1-methyl-1H-indole, and the molecular formula is C16H15NO, Formula: C16H15NO.

Jin, Jiang published the artcileSelectfluor facilitated bridging of indoles to bis(indolyl)methanes using methyl tert-butyl ether as a new methylene precursor, Formula: C16H15NO, the main research area is indole MTBE Selectfluor promoter oxidative methylenation green chem; bisindolyl methane preparation; dicarbonyl compound MTBE Selectfluor promoter oxidative methylenation green chem; methylene bis dicarbonyl compound preparation.

A novel, green and efficient method was developed for the synthesis of methylene bridged bis(indolyl)methanes in good to excellent yields. The reaction employed Me tert-Bu ether (MTBE) as the methylene source and Selectfluor as an oxidizing agent. The scope and versatility of the methods was successfully demonstrated with 48 examples. The metal-free transformation process was suitable for scale-up production A Selectfluor-promoted oxidative reaction mechanism was proposed based on the results of the exptl. studies.

Ding, Wei-Yi’s team published research in Chem in 2020-08-06 | CAS: 69622-40-8

Chem published new progress about C-H bond activation. 69622-40-8 belongs to class indole-building-block, name is 2-(tert-Butyl)-5-chloro-1H-indole, and the molecular formula is C12H14ClN, Application of 2-(tert-Butyl)-5-chloro-1H-indole.

Ding, Wei-Yi published the artcileDFT-Guided Phosphoric-Acid-Catalyzed Atroposelective Arene Functionalization of Nitrosonaphthalene, Application of 2-(tert-Butyl)-5-chloro-1H-indole, the main research area is nitrosonaphthalene arene chiral phosphoric acid catalyst enantioselective functionalization.

This strategy enables efficient construction of atropisomeric indole-naphthalenes and indole-anilines with excellent stereocontrol. D. functional theory (DFT) calculations provided further insights into the origins of enantioselectivity and the reaction mechanisms. The successful application in the synthesis of NOBINs (2-amino-2′-hydroxy-1,1′-binaphthyl) extends the utility of this strategy.