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官能化烯烃的无过渡金属硫氰基氧化反应:通往含硫氰酸根的二氢呋喃和内酯的简便途径。

Transition-metal free thiocyanooxygenation of functionalized alkenes: facile routes to SCN-containing dihydrofurans and lactones.

作者信息

Guo Li-Na, Gu Yu-Rui, Yang Hua, Hu Jie

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 Biomol Chem. 2016 Mar 21;14(11):3098-104. doi: 10.1039/c6ob00221h. Epub 2016 Feb 22.

Abstract

An efficient transition-metal free tandem cyclization of functionalized alkenes with easily available thiocyanate salts has been developed under mild conditions. This protocol offers a simple, easy-to-handle, and atom-economical method for the synthesis of SCN-containing dihydrofurans and lactones with good to excellent yields. A detailed mechanistic investigation indicates that a tandem radical pathway is involved in this transformation.

摘要

在温和条件下,已开发出一种高效的、无需过渡金属的、使功能化烯烃与易于获得的硫氰酸盐进行串联环化反应的方法。该方案为合成含硫氰酸根的二氢呋喃和内酯提供了一种简单、易于操作且原子经济的方法,产率良好至优异。详细的机理研究表明,该转化过程涉及串联自由基途径。

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