Literature DB >> 32242414

Nickel-Catalyzed Formal Aminocarbonylation of Unactivated Alkyl Iodides with Isocyanides.

Wenyi Huang1, Yun Wang1, Yangyang Weng1, Mohini Shrestha1, Jingping Qu1, Yifeng Chen1.   

Abstract

Herein, we disclose a Ni-catalyzed formal aminocarbonylation of primary and secondary unactivated aliphatic iodides with isocyanides to afford alkyl amide, which proceeds via the selective monomigratory insertion of isocyanides with alkyl iodides, subsequent β-hydride elimination, and hydrolysis process. The reaction features wide functional group tolerance under mild conditions. Additionally, the selective, one-pot hydrolysis of reaction mixture under acid conditions allows for expedient synthesis of the corresponding alkyl carboxylic acid.

Entities:  

Year:  2020        PMID: 32242414     DOI: 10.1021/acs.orglett.0c01022

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


  3 in total

1.  Three-Component Visible-Light-Induced Palladium-Catalyzed 1,2-Alkyl Carbamoylation/Cyanation of Alkenes.

Authors:  Xiangqing Jia; Ziyan Zhang; Vladimir Gevorgyan
Journal:  ACS Catal       Date:  2021-10-15       Impact factor: 13.700

2.  Visible-Light Photocatalytic Functionalization of Isocyanides for the Synthesis of Secondary Amides and Ketene Aminals.

Authors:  Rolando Cannalire; Jussara Amato; Vincenzo Summa; Ettore Novellino; Gian Cesare Tron; Mariateresa Giustiniano
Journal:  J Org Chem       Date:  2020-10-19       Impact factor: 4.354

3.  The Dark Side of Isocyanides: Visible-Light Photocatalytic Activity in the Oxidative Functionalization of C(sp3)-H Bonds.

Authors:  Camilla Russo; Jussara Amato; Gian Cesare Tron; Mariateresa Giustiniano
Journal:  J Org Chem       Date:  2021-12-01       Impact factor: 4.354

  3 in total

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