Literature DB >> 28581761

Amide to Alkyne Interconversion via a Nickel/Copper-Catalyzed Deamidative Cross-Coupling of Aryl and Alkenyl Amides.

Watchara Srimontree1, Adisak Chatupheeraphat1, Hsuan-Hung Liao1, Magnus Rueping1,2.   

Abstract

A nickel-catalyzed deamidative cross-coupling reaction of amides with terminal alkynes as coupling partners was disclosed. This newly developed methodology allows the direct interconversion of amides to alkynes and enables a facile route for C(sp2)-C(sp) bond formation in a straightforward and mild fashion.

Entities:  

Year:  2017        PMID： 28581761     DOI： 10.1021/acs.orglett.7b01194

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


  6 in total

1.  Activation of C-O and C-N Bonds Using Non-Precious-Metal Catalysis.

Authors:  Timothy B Boit; Ana S Bulger; Jacob E Dander; Neil K Garg
Journal:  ACS Catal       Date:  2020-09-10       Impact factor: 13.084

2.  Nickel-Catalyzed Suzuki-Miyaura Coupling of Aliphatic Amides.

Authors:  Timothy B Boit; Nicholas A Weires; Junyong Kim; Neil K Garg
Journal:  ACS Catal       Date:  2017-12-20       Impact factor: 13.084

3.  Decarbonylative Sonogashira Cross-Coupling: Fruitful Marriage of Alkynes with Carboxylic Acid Electrophiles.

Authors:  Chengwei Liu; Michal Szostak
Journal:  Org Chem Front       Date:  2021-11-19       Impact factor: 5.456

4.  Ni-Catalyzed Suzuki-Miyaura Cross-Coupling of Aliphatic Amides on the Benchtop.

Authors:  Milauni M Mehta; Timothy B Boit; Jacob E Dander; Neil K Garg
Journal:  Org Lett       Date:  2019-10-17       Impact factor: 6.005

5.  A C-to-O atom-swapping reaction sequence enabled by Ni-catalyzed decarbonylation of lactones.

Authors:  Quang H Luu; Junqi Li
Journal:  Chem Sci       Date:  2022-01-06       Impact factor: 9.825

6.  Computational Study of Mechanism and Thermodynamics of Ni/IPr-Catalyzed Amidation of Esters.

Authors:  Chong-Lei Ji; Pei-Pei Xie; Xin Hong
Journal:  Molecules       Date:  2018-10-18       Impact factor: 4.411
  6 in total

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