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无过渡金属参与的烯烃酰胺的串联自由基硫氰基氧合反应:一种构建含 SCN 杂环的新方法。

Transition-metal-free tandem radical thiocyanooxygenation of olefinic amides: a new route to SCN-containing heterocycles.

机构信息

Department of Chemistry, School of Science and MOE Key Laboratory for Nonequilibrium Synthesis and Modulation of Condensed Matter, Xi'an Jiaotong University, Xi'an 710049, China.

出版信息

Org Lett. 2015 Apr 17;17(8):1998-2001. doi: 10.1021/acs.orglett.5b00754. Epub 2015 Apr 3.

DOI:10.1021/acs.orglett.5b00754
PMID:25839712
Abstract

A novel transition-metal-free tandem radical thiocyanooxygenation of olefinic amides with potassium thiocyanate has been developed under mild conditions. This method allows a reliable and practical access to diverse SCN-containing heterocycles bearing a wide range of functional groups in good to excellent yields. Furthermore, this tandem reaction provides a simple method for the construction of C-O and C-S bonds in one step.

摘要

一种新型的过渡金属自由基串联硫氰基氧合反应,用于烯烃酰胺与硫氰酸钾在温和条件下反应。该方法能够以良好至优秀的收率,可靠且实用地获得具有广泛功能基团的各种含 SCN 的杂环化合物。此外,该串联反应提供了一种一步构建 C-O 和 C-S 键的简单方法。

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