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酸促进的邻位取代苯乙烯基苯胺与 N-(芳基硫代/芳基硒代)琥珀酰亚胺的氧杂卤化反应。

Acid-Mediated Oxychalcogenation of o-Vinylanilides with N-(Arylthio/arylseleno)succinimides.

机构信息

Department of Chemistry, Indian Institute of Technology Madras , Chennai 600036, India.

出版信息

Org Lett. 2018 Feb 16;20(4):1183-1186. doi: 10.1021/acs.orglett.8b00065. Epub 2018 Feb 5.

DOI:10.1021/acs.orglett.8b00065
PMID:29400976
Abstract

An efficient acid-mediated oxythiolation of o-vinylanilides has been accomplished, employing N-(arylthio)succinimide as an electrophilic arylthiolating reagent for the synthesis of various arylthio tethered benzoxazine derivatives in good to excellent yield. The important features of this method include wide functional group tolerance, quick reaction time, absence of metal or additive, and excellent substrates scope. The developed method was also successfully extended to the oxyselenation of o-vinylanilides in the absence of acid promoter.

摘要

一种高效的酸介导的邻乙烯基苯胺的氧硫代反应已经完成,采用 N-(芳基硫代)琥珀酰亚胺作为亲电芳基硫代试剂,用于合成各种芳基硫代键合苯并恶嗪衍生物,产率良好至优秀。该方法的重要特点包括广泛的官能团容忍性、快速的反应时间、无需金属或添加剂以及优异的底物范围。所开发的方法也成功地扩展到无酸促进剂存在时邻乙烯基苯胺的氧硒代反应。

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