Literature DB >> 28695654

Synthesis of Amidines from Amides Using a Nickel-Catalyzed Decarbonylative Amination through CO Extrusion Intramolecular Recombination Fragment Coupling.

Xiangqian Liu1, Huifeng Yue1, Jiaqi Jia1, Lin Guo1, Magnus Rueping1,2.   

Abstract

A catalytic synthesis of amidines from amides has been established for the first time. The newly developed CO extrusion recombination process takes advantage of an inexpensive nickel(II) catalyst and provides the corresponding amidines with high efficiency. The intramolecular fragment coupling shows excellent chemoselectivity, starts from readily available amides, and provides a valuable alternative amidine synthesis protocol.
© 2017 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  C−N activation; amide; amine; nickel catalysis; synthetic methods

Year:  2017        PMID: 28695654     DOI: 10.1002/chem.201702867

Source DB:  PubMed          Journal:  Chemistry        ISSN: 0947-6539            Impact factor:   5.236


  5 in total

1.  Nickel-Catalyzed Decarbonylative Amination of Carboxylic Acid Esters.

Authors:  Christian A Malapit; Margarida Borrell; Michael W Milbauer; Conor E Brigham; Melanie S Sanford
Journal:  J Am Chem Soc       Date:  2020-03-24       Impact factor: 15.419

2.  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

3.  Direct synthesis of 2-oxo-acetamidines from methyl ketones, aromatic amines and DMF via copper-catalyzed C(sp3)-H amidination.

Authors:  Dianke Xie; Wei He; Jiang Xiao; Yao Wu; Yongjia Guo; Qiang Liu; Cancheng Guo
Journal:  RSC Adv       Date:  2019-03-04       Impact factor: 4.036

4.  Cobalt-catalyzed intramolecular decarbonylative coupling of acylindoles and diarylketones through the cleavage of C-C bonds.

Authors:  Tian-Yang Yu; Wen-Hua Xu; Hong Lu; Hao Wei
Journal:  Chem Sci       Date:  2020-10-16       Impact factor: 9.825

5.  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

  5 in total

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