Literature DB >> 34137621

Electrochemical Synthesis of Cyanoformamides from Trichloroacetonitrile and Secondary Amines Mediated by the B12 Derivative.

Mohammad Moniruzzaman1, Yoshio Yano1, Toshikazu Ono1, Kenji Imamura, Yoshihito Shiota2, Kazunari Yoshizawa2, Yoshio Hisaeda1, Hisashi Shimakoshi1.   

Abstract

The B12 derivative, heptamethyl cobyrinate, -mediated electrochemical synthesis of cyanoformamides has been developed. Aerobic oxygenation of the carbon-centered radical initiated in situ generation of the reactive acyl chloride intermediate, which led to cyanoformamides in the presence of an amine. This one-pot and scalable synthetic method has been demonstrated with 41 examples up to 94% yields with 21 new compounds. The mechanism of electrolysis mediated by the B12 derivative has been proposed based on the DFT calculations.

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Year:  2021        PMID: 34137621     DOI: 10.1021/acs.joc.1c00837

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


  1 in total

1.  Iodine-DMSO mediated conversion of N-arylcyanothioformamides to N-arylcyanoformamides and the unexpected formation of 2-cyanobenzothiazoles.

Authors:  Ziad Moussa; Zaher M A Judeh; Ahmed Alzamly; Saleh A Ahmed; Harbi Tomah Al-Masri; Bassam Al-Hindawi; Faisal Rasool; Sara Saada
Journal:  RSC Adv       Date:  2022-02-21       Impact factor: 3.361

  1 in total

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