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

oleh: 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

Format: Article
Diterbitkan: Beilstein-Institut 2020-02-01

Deskripsi

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.