Literature DB >> 20349980

Carbamoylation of aryl halides by molybdenum or tungsten carbonyl amine complexes.

Wei Ren1, Motoki Yamane.   

Abstract

When aryl halide is treated with molybdenum carbonyl amine complex in the presence of base, carbamoylation proceeds to give amide in good yield. The proposed mechanism involves oxidative addition of aryl halide to molybdenum(0) complex, migratory insertion to carbon monoxide giving acyl(amino)molybdenum(II) or aryl(carbamoyl)molybdenum(II) intermediate, and reductive elimination of the amide. This method is simple and provides an alternative method to the conventional palladium-catalyzed amide formation using gaseous carbon monoxide.

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Year:  2010        PMID: 20349980     DOI: 10.1021/jo1002592

Source DB:  PubMed          Journal:  J Org Chem        ISSN: 0022-3263            Impact factor:   4.354


  4 in total

1.  Mechanistic investigation of palladium-catalyzed amidation of aryl halides.

Authors:  Yun Liang; Ying Ren; Jianfeng Jia; Hai-Shun Wu
Journal:  J Mol Model       Date:  2016-02-10       Impact factor: 1.810

2.  Tandem Homologation-Acylation Chemistry: Single and Double Homologation.

Authors:  Carley S Henderson; Jennifer R Mazzone; Amanda M Moore; Charles K Zercher
Journal:  Tetrahedron       Date:  2021-05-19       Impact factor: 2.388

3.  Synthesis of unprotected glyco-alkynones via molybdenum-catalyzed carbonylative Sonogashira cross-coupling reaction.

Authors:  Mariana P Darbem; Henrique A Esteves; Robert A Burrow; Antônio A Soares-Paulino; Daniel C Pimenta; Hélio A Stefani
Journal:  RSC Adv       Date:  2022-01-13       Impact factor: 3.361

4.  Preparation of Functionalized Amides Using Dicarbamoylzincs.

Authors:  Dimitrije Djukanovic; Maximilian A Ganiek; Kohei Nishi; Konstantin Karaghiosoff; Kazushi Mashima; Paul Knochel
Journal:  Angew Chem Int Ed Engl       Date:  2022-06-13       Impact factor: 16.823

  4 in total

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