Literature DB >> 26855279

Rhodium-Catalyzed C-H Bond Functionalization with Amides by Double C-H/C-N Bond Activation.

Guangrong Meng1, Michal Szostak1.   

Abstract

The first C-H bond functionalization with amides as the coupling partners via selective activation of the amide N-C bond using rhodium(I) catalysts under highly chemoselective conditions is reported. Notably, this report constitutes the first catalytic activation of the amide N-C(O) bond by rhodium. We expect that this concept will have broad implications for using amides as coupling partners for C-H activation beyond the work described herein.

Entities:  

Year:  2016        PMID: 26855279     DOI: 10.1021/acs.orglett.6b00058

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


  16 in total

1.  Nickel-Catalyzed Alkylation of Amide Derivatives.

Authors:  Bryan J Simmons; Nicholas A Weires; Jacob E Dander; Neil K Garg
Journal:  ACS Catal       Date:  2016-04-12       Impact factor: 13.084

2.  Nickel-Catalyzed Esterification of Aliphatic Amides.

Authors:  Liana Hie; Emma L Baker; Sarah M Anthony; Jean-Nicolas Desrosiers; Chris Senanayake; Neil K Garg
Journal:  Angew Chem Int Ed Engl       Date:  2016-11-04       Impact factor: 15.336

3.  Harnessing Alkyl Amines as Electrophiles for Nickel-Catalyzed Cross Couplings via C-N Bond Activation.

Authors:  Corey H Basch; Jennie Liao; Jianyu Xu; Jacob J Piane; Mary P Watson
Journal:  J Am Chem Soc       Date:  2017-04-05       Impact factor: 15.419

4.  Harnessing Alkylpyridinium Salts as Electrophiles in Deaminative Alkyl-Alkyl Cross-Couplings.

Authors:  Shane Plunkett; Corey H Basch; Samantha O Santana; Mary P Watson
Journal:  J Am Chem Soc       Date:  2019-01-30       Impact factor: 15.419

5.  Nickel-Catalyzed Conversion of Amides to Carboxylic Acids.

Authors:  Rachel R Knapp; Ana S Bulger; Neil K Garg
Journal:  Org Lett       Date:  2020-03-25       Impact factor: 6.005

6.  Nickel-catalyzed transamidation of aliphatic amide derivatives.

Authors:  Jacob E Dander; Emma L Baker; Neil K Garg
Journal:  Chem Sci       Date:  2017-07-10       Impact factor: 9.825

7.  Kinetic Modeling of the Nickel-Catalyzed Esterification of Amides.

Authors:  Nicholas A Weires; Daniel D Caspi; Neil K Garg
Journal:  ACS Catal       Date:  2017-05-22       Impact factor: 13.084

8.  Highly chemoselective ruthenium(ii)-catalyzed direct arylation of cyclic and N,N-dialkyl benzamides with aryl silanes.

Authors:  Pradeep Nareddy; Frank Jordan; Michal Szostak
Journal:  Chem Sci       Date:  2017-02-24       Impact factor: 9.825

9.  Pyramidalization/twisting of the amide functional group via remote steric congestion triggered by metal coordination.

Authors:  Shinya Adachi; Naoya Kumagai; Masakatsu Shibasaki
Journal:  Chem Sci       Date:  2016-09-23       Impact factor: 9.825

10.  Suzuki-Miyaura cross-coupling of amides and esters at room temperature: correlation with barriers to rotation around C-N and C-O bonds.

Authors:  Peng Lei; Guangrong Meng; Shicheng Shi; Yun Ling; Jie An; Roman Szostak; Michal Szostak
Journal:  Chem Sci       Date:  2017-08-01       Impact factor: 9.825

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