Issue 46, 2018

Metal-free difunctionalization of alkynes leading to alkenyl dithiocyanates and alkenyl diselenocyanates at room temperature

Abstract

A simple and practical method for the synthesis of alkenyl dithiocyanates and alkenyl diselenocyanates has been developed via stereoselective difunctionalization of alkynes with NaSCN or KSeCN at room temperature. Through this methodology, a series of alkenyl dithiocyanates and alkenyl diselenocyanates could be efficiently and conveniently obtained in moderate to good yields under mild and metal-free conditions by the simple use of oxone and PhI(OAc)2 as the oxidants.

Graphical abstract: Metal-free difunctionalization of alkynes leading to alkenyl dithiocyanates and alkenyl diselenocyanates at room temperature

Supplementary files

Article information

Article type
Paper
Submitted
23 Sep 2018
Accepted
13 Nov 2018
First published
13 Nov 2018

Org. Biomol. Chem., 2018,16, 9064-9068

Metal-free difunctionalization of alkynes leading to alkenyl dithiocyanates and alkenyl diselenocyanates at room temperature

L. Lu, S. Zhou, W. He, W. Xia, P. Chen, X. Yu, X. Xu and W. He, Org. Biomol. Chem., 2018, 16, 9064 DOI: 10.1039/C8OB02368A

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