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Issue 4, 2020
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Synthesis of aromatic terminal allenes and aliphatic terminal alkynes from hydrazones using calcium carbide as an acetylene source

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Abstract

A simple method for the selective synthesis of aromatic terminal allenes and aliphatic terminal alkynes from the reactions of calcium carbide with aromatic ketone and aldehyde p-tosylhydrazones or aliphatic ketone and aldehyde p-tosylhydrazones using copper as a mediator is described. The salient features of this protocol are the use of a readily available and easy-to-handle acetylene source, operational simplicity, high yield, and broad substrate scope.

Graphical abstract: Synthesis of aromatic terminal allenes and aliphatic terminal alkynes from hydrazones using calcium carbide as an acetylene source

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Article information


Submitted
27 Nov 2019
Accepted
21 Jan 2020
First published
23 Jan 2020

Org. Chem. Front., 2020,7, 702-708
Article type
Research Article

Synthesis of aromatic terminal allenes and aliphatic terminal alkynes from hydrazones using calcium carbide as an acetylene source

L. Gao and Z. Li, Org. Chem. Front., 2020, 7, 702
DOI: 10.1039/C9QO01400D

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