Direct thiocyanation of ketene dithioacetals under transition-metal-free conditions

被引：68

作者：

Chen, Qiao ^{[1
]}

Lei, Yingjie ^{[1
]}

Wang, Yanfang ^{[1
]}

Wang, Chao ^{[1
]}

Wang, Yanan ^{[1
]}

Xu, Zhaoqing ^{[1
]}

Wang, Huan ^{[1
]}

Wang, Rui ^{[1
]}

机构：

[1] Lanzhou Univ, Sch Basic Med Sci, Key Lab Preclin Study New Drugs Gansu Prov, Lanzhou 730000, Peoples R China

来源：

ORGANIC CHEMISTRY FRONTIERS | 2017年 / 4卷 / 03期

关键词：

ARYL THIOCYANATES; C-3; THIOCYANATION; FACILE SYNTHESIS; EFFICIENT; ACCESS; ALKENES; ROUTE; TRIFLUOROMETHYLTHIOCYANATION; THIOCYANOOXYGENATION; PALLADIUM;

D O I：

10.1039/c6qo00676k

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The first direct thiocyanation of ketene dithioacetals has been accomplished in the presence of N-chlorosuccinimide (NCS) and NH4SCN under transition-metal-free conditions. The operationally simple one-pot procedure, which is insensitive to air, was found to be well-tolerated by a wide range of substrates. Terminal alkenes and hydrazine were identified to be qualified candidates for the process as well. Furthermore, the product could be successfully transformed into synthetically and biologically interesting -SCF3 substituted N-heteroaromatic compounds and thiotetrazole containing compounds.

引用

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页码：369 / 372

页数：4

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