Literature DB >> 27002932

Rhodium(III) Catalyzed Carboamination of Alkenes Triggered by C-H Activation of N-Phenoxyacetamides under Redox-Neutral Conditions.

Zhiyong Hu1,2, Xiaofeng Tong2, Guixia Liu1.   

Abstract

N-Alkoxyacrylamides are coupled with N-phenoxyacetamides by Rh(III) catalysis through C-H functionalization and amido group transfer under external oxidant-free conditions, which affords acyclic alkene carboamination products in an atom-economical way. Mechanistic insight into this transformation indicates the amide group in N-alkoxyacrylamide plays a critical role in this C-C/C-N bond formation reaction. This methodology provides a highly efficient way to construct o-tyrosine derivatives under mild conditions.

Entities:  

Year:  2016        PMID: 27002932     DOI: 10.1021/acs.orglett.6b00616

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


  3 in total

Review 1.  Recent Advances in 1,2-Amino(hetero)arylation of Alkenes.

Authors:  Yungeun Kwon; Qiu Wang
Journal:  Chem Asian J       Date:  2022-05-03

2.  Convergent Synthesis of Diverse Nitrogen Heterocycles via Rh(III)-Catalyzed C-H Conjugate Addition/Cyclization Reactions.

Authors:  Adam B Weinstein; Jonathan A Ellman
Journal:  Org Lett       Date:  2016-06-23       Impact factor: 6.005

3.  Carboamination of Unactivated Alkenes through Three-Component Radical Conjugate Addition.

Authors:  Heng Jiang; Gesa Seidler; Armido Studer
Journal:  Angew Chem Int Ed Engl       Date:  2019-10-11       Impact factor: 15.336

  3 in total

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