Literature DB >> 30977663

Merging Visible-Light Photoredox and Chiral Phosphate Catalysis for Asymmetric Friedel-Crafts Reaction with in Situ Generation of N-Acyl Imines.

Meng-Lan Shen1, Yang Shen1, Pu-Sheng Wang1.   

Abstract

In the presence of visible-light photoredox and chiral phosphate catalysts, a novel asymmetric Friedel-Crafts reaction of indoles and readily accessible α-amino acid derived redox-active esters is established to afford enantioenriched 1-indolyl-1-alkylamine derivatives in moderate to high yields and with high levels of enantioselectivities. This method not only shows a mild and efficient alternative for the in situ generation of N-acyl imines but also indicates the feasibility of a multicatalyst system for asymmetric photoredox catalysis.

Entities:  

Year:  2019        PMID: 30977663     DOI: 10.1021/acs.orglett.9b00442

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  4 in total

1.  Asymmetric Photocatalysis Enabled by Chiral Organocatalysts.

Authors:  Wang Yao; Emmanuel A Bazan Bergamino; Ming-Yu Ngai
Journal:  ChemCatChem       Date:  2021-10-21       Impact factor: 5.497

2.  Metal-free, visible-light induced enantioselective three-component dicarbofunctionalization and oxytrifluoromethylation of enamines via chiral phosphoric acid catalysis.

Authors:  Hui Liang; Dong-Sheng Ji; Guo-Qiang Xu; Yong-Chun Luo; Haixue Zheng; Peng-Fei Xu
Journal:  Chem Sci       Date:  2022-01-04       Impact factor: 9.825

Review 3.  Recent Advances in the Catalytic Asymmetric Friedel-Crafts Reactions of Indoles.

Authors:  Tauqir Ahmad; Sardaraz Khan; Nisar Ullah
Journal:  ACS Omega       Date:  2022-10-03

4.  Facile Conversion of α-Amino Acids into α-Amino Phosphonates by Decarboxylative Phosphorylation using Visible-Light Photocatalysis.

Authors:  Dominik Reich; Adam Noble; Varinder K Aggarwal
Journal:  Angew Chem Int Ed Engl       Date:  2022-08-04       Impact factor: 16.823

  4 in total

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