Issue 17, 2020

Direct cyanation, hydrocyanation, dicyanation and cyanofunctionalization of alkynes

Abstract

In this review, direct cyanation, hydrocyanation, dicyanation, cyanofunctionalization and other cyanation reactions of alkynes were highlighted. Firstly, the use of nitriles and development of cyanation was simply introduced. After presenting the natural properties of alkynes, cyanation reactions of alkynes were classified and introduced in detail. Transition metal catalysed direct cyanation and hydrocyanation of alkynes gave alkynyl cyanides and alkenyl nitriles in good yields. Dicyanation of alkynes produced 1,2-dicyano adducts. Cyanofunctionalization of alkynes afforded functional cyanated compounds. Thiocyanation and selenocyanation yielded the expected functional vinylthiocyanates and vinylselenocyanates. A plausible reaction mechanism is presented if available.

Graphical abstract: Direct cyanation, hydrocyanation, dicyanation and cyanofunctionalization of alkynes

Article information

Article type
Review Article
Submitted
10 Feb 2020
Accepted
04 Mar 2020
First published
10 Mar 2020
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2020,10, 10232-10244

Direct cyanation, hydrocyanation, dicyanation and cyanofunctionalization of alkynes

L. Peng, Z. Hu, H. Wang, L. Wu, Y. Jiao, Z. Tang and X. Xu, RSC Adv., 2020, 10, 10232 DOI: 10.1039/D0RA01286F

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