芳甲基异腈与芳甲胺与黄原酸酯的反应：一种简便且意外的氨基硫代甲酸酯合成方法。
The reaction of arylmethyl isocyanides and arylmethylamines with xanthate esters: a facile and unexpected synthesis of carbamothioates.
作者信息
Rajeev Narasimhamurthy, Swaroop Toreshettahally R, Alrawashdeh Ahmad I, Rahman Shofiur, Alodhayb Abdullah, Anil Seegehalli M, Kiran Kuppalli R, Georghiou Paris E, Rangappa Kanchugarakoppal S, Sadashiva Maralinganadoddi P
机构信息
Department of Studies in Chemistry, University of Mysore, Manasagangothri, Mysuru, Karnataka 570 006, India.
Department of Chemistry, Memorial University of Newfoundland, St. John's, Newfoundland and Labrador A1B3X7, Canada.
出版信息
Beilstein J Org Chem. 2020 Feb 3;16:159-167. doi: 10.3762/bjoc.16.18. eCollection 2020.
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.
报道了在N,N-二甲基甲酰胺（DMF）中，氢化钠介导芳基甲基异腈与黄原酸酯反应意外生成氨基硫代甲酸酯的过程。将由此得到的产物与在DMF中氢化钠介导相应苄胺与黄原酸酯缩合得到的氨基硫代甲酸酯进行了比较。为了解释这些意外反应，提出了一种机理，其中关键步骤得到了量子化学计算的支持。
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