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电化学无金属和氧化剂条件下合成 S-硫代氨基甲酸酯。

Electrochemical metal- and oxidant-free synthesis of S-thiocarbamates.

机构信息

Department of Chemistry, Mohanlal Sukhadia University, Udaipur, 313001, India.

Department of Chemistry, Banasthali University, Newai-Jodhpuriya Road, Vanasthali, 304022, India.

出版信息

Org Biomol Chem. 2021 Nov 10;19(43):9491-9500. doi: 10.1039/d1ob01701b.

DOI:10.1039/d1ob01701b
PMID:34709281
Abstract

An expeditious synthetic strategy to access functionalized S-thiocarbamates was developed in good to excellent yields and with high current efficiencies. Readily available isocyanides and thiols were used as the starting materials under simple metal- and oxidant-free reaction conditions avoiding an inert atmosphere. The practical application of the present methodology was achieved by electrochemical synthesis of the herbicides prosulfocarb and pebulate. Furthermore, continuous electrochemical flow conditions using a graphite/Pt flow cell were used to obtain S-thiocarbamate compounds on a gram scale within a residence time of 35 min.

摘要

开发了一种快速合成方法,可高产率、高电流效率地获得功能化的 S-硫代氨基甲酸酯。在简单的无金属和无氧化剂反应条件下,使用易得的异氰化物和硫醇作为起始原料,避免了惰性气氛。本方法的实际应用通过电化学合成除草剂prosulfocarb 和 pebulate 得到了实现。此外,在石墨/Pt 流动池的连续电化学流动条件下,仅需 35 分钟的停留时间,即可在克级规模上获得 S-硫代氨基甲酸酯化合物。

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