Literature DB >> 25978091

Redox-neutral palladium-catalyzed C-H functionalization to form isoindolinones with carboxylic acids or anhydrides as readily available starting materials.

Hong-Wen Liang1, Wei Ding1, Kun Jiang1, Li Shuai1, Yi Yuan1, Ye Wei1,2, Ying-Chun Chen1.   

Abstract

An operationally simple, Pd-catalyzed C-H functionalization is described for the synthesis of important and useful isoindolinones from readily available carboxamides and carboxylic acids or anhydrides. The reactions proceed efficiently with a broad range of substrates under redox-neutral reaction conditions and tolerate a diversity of functional groups. The mechanistic investigation suggests that the reactions involve C-H activation, nucleophilic addition, β-O elimination, and dehydration steps.

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Year:  2015        PMID: 25978091     DOI: 10.1021/acs.orglett.5b01185

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


  4 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

2.  Cs2CO3-promoted defluorination and functionalization of α-CF3 carbonyl compounds in the presence of N-, O-, and/or S-nucleophiles.

Authors:  Yue Wu; Bingbing Zhang; Yinying Zheng; Yuheng Wang; Xinsheng Lei
Journal:  RSC Adv       Date:  2018-04-30       Impact factor: 3.361

3.  Nickel(ii)-catalyzed tandem C(sp2)-H bond activation and annulation of arenes with gem-dibromoalkenes.

Authors:  Yun Shi; Meng-Sheng Li; Fangdong Zhang; Baohua Chen
Journal:  RSC Adv       Date:  2018-08-13       Impact factor: 3.361

Review 4.  Isoindolinone Synthesis via One-Pot Type Transition Metal Catalyzed C-C Bond Forming Reactions.

Authors:  Risto Savela; Carolina Méndez-Gálvez
Journal:  Chemistry       Date:  2021-02-02       Impact factor: 5.236

  4 in total

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