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

Autor:	Narasimhamurthy Rajeev, Toreshettahally R. Swaroop, Ahmad I. Alrawashdeh, Shofiur Rahman, Abdullah Alodhayb, Seegehalli M. Anil, Kuppalli R. Kiran, Chandra, Paris E. Georghiou, Kanchugarakoppal S. Rangappa, Maralinganadoddi P. Sadashiva
Jazyk:	angličtina
Rok vydání:	2020
Předmět:	benzylamines carbamothioates density functional theory intrinsic reaction coordinate analysis isocyanides sodium hydride xanthate esters Science Organic chemistry QD241-441
Zdroj:	Beilstein Journal of Organic Chemistry, Vol 16, Iss 1, Pp 159-167 (2020)
Druh dokumentu:	article
ISSN:	1860-5397 09780718
DOI:	10.3762/bjoc.16.18
Popis:	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.
Databáze:	Directory of Open Access Journals
Externí odkaz:	https://doaj.org/article/fe9fad0d80ca490a8c13d09780718e46 Zobrazit plný text záznamu View record in DOAJ