Literature DB >> 25843358

Visible-light-mediated radical aryldifluoroacetylation of alkynes with ethyl bromodifluoroacetate for the synthesis of 3-difluoroacetylated coumarins.

Weijun Fu1, Mei Zhu1, Guanglong Zou2, Chen Xu1, Zhiqiang Wang1, Baoming Ji1.   

Abstract

A mild and efficient method for the synthesis of 3-difluoroacetylated coumarins through visible-light-promoted aryldifluoroacetylation of alkynes with ethyl bromodifluoroacetate has been developed. The reaction allows the direct formation of Csp(2)-CF2COOEt and C-C bonds via a proposed tandem radical cyclization process.

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Year:  2015        PMID: 25843358     DOI: 10.1021/acs.joc.5b00305

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  7 in total

Review 1.  Alkynoates as Versatile and Powerful Chemical Tools for the Rapid Assembly of Diverse Heterocycles under Transition-Metal Catalysis: Recent Developments and Challenges.

Authors:  Imtiaz Khan; Aliya Ibrar; Sumera Zaib
Journal:  Top Curr Chem (Cham)       Date:  2021-01-05

2.  One-pot preparation of 4-aryl-3-bromocoumarins from 4-aryl-2-propynoic acids with diaryliodonium salts, TBAB, and Na2S2O8.

Authors:  Teppei Sasaki; Katsuhiko Moriyama; Hideo Togo
Journal:  Beilstein J Org Chem       Date:  2018-02-05       Impact factor: 2.883

Review 3.  Progress in Difluoroalkylation of Organic Substrates by Visible Light Photoredox Catalysis.

Authors:  Agostinho Lemos; Christian Lemaire; André Luxen
Journal:  Adv Synth Catal       Date:  2019-01-17       Impact factor: 5.837

4.  Visible-light promoted three-component tandem reaction to synthesize difluoromethylated oxazolidin-2-imine.

Authors:  Kun Bao; Jun Wei; Huihui Yan; Rong Sheng
Journal:  RSC Adv       Date:  2020-07-09       Impact factor: 4.036

5.  A computational study for the reaction mechanism of metal-free cyanomethylation of aryl alkynoates with acetonitrile.

Authors:  Selçuk Eşsiz
Journal:  RSC Adv       Date:  2021-05-20       Impact factor: 3.361

6.  Oxydifluoromethylation of Alkenes by Photoredox Catalysis: Simple Synthesis of CF2H-Containing Alcohols.

Authors:  Yusuke Arai; Ren Tomita; Gaku Ando; Takashi Koike; Munetaka Akita
Journal:  Chemistry       Date:  2015-12-16       Impact factor: 5.236

Review 7.  Coumarin: A Natural, Privileged and Versatile Scaffold for Bioactive Compounds.

Authors:  Angela Stefanachi; Francesco Leonetti; Leonardo Pisani; Marco Catto; Angelo Carotti
Journal:  Molecules       Date:  2018-01-27       Impact factor: 4.411

  7 in total

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