Issue 4, 2020
From the journal:

Organic Chemistry Frontiers

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

Lei Gaoa  and  Zheng Li ORCID logo *a  

* Corresponding authors

a College of Chemistry and Chemical Engineering, Northwest Normal University, Gansu, Lanzhou, P. R. China
E-mail: lizheng@nwnu.edu.cn

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

DOI
https://doi.org/10.1039/C9QO01400D
Article type
Research Article
Submitted
27 Nov 2019
Accepted
21 Jan 2020
First published
23 Jan 2020

Org. Chem. Front., 2020,7, 702-708

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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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