Issue 11, 2016

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

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.

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

Supplementary files

Article information

Article type
Paper
Submitted
27 Jan 2016
Accepted
16 Feb 2016
First published
16 Feb 2016

Org. Biomol. Chem., 2016,14, 3098-3104

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

L. Guo, Y. Gu, H. Yang and J. Hu, Org. Biomol. Chem., 2016, 14, 3098 DOI: 10.1039/C6OB00221H

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