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

Rajeev, N. and Swaroop, T. R. and Alrawashdeh, Ahmad and Rahman, Shofiur and Alodhayb, Abdullah and Anil, S. M. and Kiran, K. R. and Chandra and Georghiou, Paris E. and Rangappa, K. S. and Sadashiva, M. P. (2020) The reaction of arylmethyl isocyanides and arylmethylamines with xanthate esters: a facile and unexpected synthesis of carbamothioates. Beilstein Journal of Organic Chemistry, 16. pp. 159-167. ISSN 1860-5397

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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.

Item Type:	Article
Uncontrolled Keywords:	benzylamines; carbamothioates; density functional theory; intrinsic reaction coordinate analysis; isocyanides; sodium hydride; xanthate esters
Subjects:	C Chemical Science > Chemistry
Divisions:	Department of > Chemistry
Depositing User:	Mr Umendra uom
Date Deposited:	12 Feb 2021 05:47
Last Modified:	07 Jul 2022 07:55
URI:	http://eprints.uni-mysore.ac.in/id/eprint/15638

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