Literature DB >> 29341610

Visible-Light-Mediated Ipso-Carboacylation of Alkynes: Synthesis of 3-Acylspiro[4,5]trienones from N-(p-Methoxyaryl)propiolamides and Acyl Chlorides.

Yu Liu1, Qiao-Lin Wang1, Cong-Shan Zhou1, Bi-Quan Xiong1, Pan-Liang Zhang1, Chang-An Yang1, Ke-Wen Tang1.   

Abstract

A novel visible-light-mediated ipso-carboacylation of N-(p-methoxyaryl)propiolamides with acyl chloride has been established for the synthesis of diverse 3-acylspiro[4,5]trienones with high selectivity and efficiency. This method represents a new difunctionalization of alkynes through cross coupling of the acyl chloride C-Cl bonds with an ipso-aromatic carbon by simultaneously forming two new carbon-carbon bonds and one carbon-oxygen double bond.

Entities:  

Year:  2018        PMID: 29341610     DOI: 10.1021/acs.joc.7b03104

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


  3 in total

1.  β-Selective Aroylation of Activated Alkenes by Photoredox Catalysis.

Authors:  Zhen Lei; Arghya Banerjee; Elena Kusevska; Eric Rizzo; Peng Liu; Ming-Yu Ngai
Journal:  Angew Chem Int Ed Engl       Date:  2019-04-17       Impact factor: 15.336

2.  Acyl Radical Chemistry via Visible-Light Photoredox Catalysis.

Authors:  Arghya Banerjee; Zhen Lei; Ming-Yu Ngai
Journal:  Synthesis (Stuttg)       Date:  2018-12-12       Impact factor: 3.157

3.  Fe-catalyzed Decarbonylative Alkylative Spirocyclization of N-Arylcinnamamides: Access to Alkylated 1-Azaspirocyclohexadienones.

Authors:  Xiang Peng; Ren-Xiang Liu; Xiang-Yan Xiao; Luo Yang
Journal:  Molecules       Date:  2020-01-21       Impact factor: 4.411

  3 in total

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