Literature DB >> 29124923

Palladium-Catalyzed Decarboxylative ortho-Acylation of Benzamides with α-Oxocarboxylic Acids.

Kun Jing1, Jia-Ping Yao1, Zhong-Yuan Li1, Qi-Li Li1, Hao-Sheng Lin1, Guan-Wu Wang1,2.   

Abstract

A palladium-catalyzed decarboxylative ortho-acylation of tertiary benzamides with α-oxocarboxylic acids by weak O-coordination has been described. This reaction proceeds smoothly with a high monoacylation selectivity, affording ortho-acylated benzamides in moderate to good yields. When secondary benzamides are employed as the substrates, the formed ortho-acylated benzamides undergo further intramolecular cyclization to provide isoindolinone derivatives. In addition, several transformations of the synthesized ortho-acylated benzamides into a diversity of synthetically valuable products have been demonstrated.

Entities:  

Year:  2017        PMID: 29124923     DOI: 10.1021/acs.joc.7b02552

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


  2 in total

Review 1.  A comprehensive overview of directing groups applied in metal-catalysed C-H functionalisation chemistry.

Authors:  Carlo Sambiagio; David Schönbauer; Remi Blieck; Toan Dao-Huy; Gerit Pototschnig; Patricia Schaaf; Thomas Wiesinger; Muhammad Farooq Zia; Joanna Wencel-Delord; Tatiana Besset; Bert U W Maes; Michael Schnürch
Journal:  Chem Soc Rev       Date:  2018-08-28       Impact factor: 54.564

Review 2.  Pd(II)-Catalyzed C-H Acylation of (Hetero)arenes-Recent Advances.

Authors:  Carlos Santiago; Nuria Sotomayor; Esther Lete
Journal:  Molecules       Date:  2020-07-16       Impact factor: 4.411

  2 in total

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