Literature DB >> 29124262

Ni-Catalyzed cross-coupling reactions of N-acylpyrrole-type amides with organoboron reagents.

Pei-Qiang Huang1, Hang Chen.   

Abstract

The catalytic conversion of amides to ketones is highly desirable yet challenging in organic synthesis. We herein report the first Ni/bis-NHC-catalyzed cross-coupling of N-acylpyrrole-type amides with arylboronic esters to obtain diarylketones. This method is facilitated by a new chelating bis-NHC ligand. The reaction tolerates diverse functional groups on both arylamide and arylboronic ester partners including sensitive ester and ketone groups.

Entities:  

Year:  2017        PMID: 29124262     DOI: 10.1039/c7cc07457c

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  5 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.  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

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.  Nickel-catalyzed decarbonylation of N-acylated N-heteroarenes.

Authors:  Toshifumi Morioka; Syun Nakatani; Yuki Sakamoto; Takuya Kodama; Sensuke Ogoshi; Naoto Chatani; Mamoru Tobisu
Journal:  Chem Sci       Date:  2019-05-29       Impact factor: 9.825

  5 in total

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