The reaction of arylmethyl isocyanides and arylmethylamines with xanthate esters: a facile and unexpected synthesis of carbamothioates-Reference-Cited by-同舟云学术

The reaction of arylmethyl isocyanides and arylmethylamines with xanthate esters: a facile and unexpected synthesis of carbamothioates

Published:2020-02-03 Issue: Volume:16 Page:159-167
ISSN:1860-5397
Container-title:Beilstein Journal of Organic Chemistry
language:en
Short-container-title:Beilstein J. Org. Chem.

Author:

Rajeev Narasimhamurthy,Swaroop Toreshettahally R,Alrawashdeh Ahmad I^ORCID,Rahman Shofiur^ORCID,Alodhayb Abdullah,Anil Seegehalli M,Kiran Kuppalli R,Chandra ,Georghiou Paris E^ORCID,Rangappa Kanchugarakoppal S,Sadashiva Maralinganadoddi P

Abstract

An unexpected formation of carbamothioates by a sodium hydride-mediated reaction of arylmethyl isocyanides with xanthate esters in DMF is reported. The products thus obtained were compared with the carbamothioates obtained by the sodium hydride-mediated condensation of the corresponding benzylamines and xanthate esters in DMF. To account for these unexpected reactions, a mechanism is proposed in which the key steps are supported by quantum chemical calculations.

Publisher

Beilstein Institut

Subject

Organic Chemistry

Link

https://www.beilstein-journals.org/bjoc/content/pdf/1860-5397-16-18.pdf

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