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Issue 22, 2016
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Rhodium(i)-catalysed intermolecular alkyne insertion into (2-pyridylmethylene)cyclobutenes

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Abstract

Cyclobutenes with 2-pyridylmethylene groups at the 3 position underwent an intermolecular alkyne insertion reaction in the presence of a rhodium(I) catalyst at 170 °C to afford substituted benzenes. Among the different 2-pyridylmethylene groups examined, 3-methyl-2-pyridyl derivatives showed superior activity and readily coupled with various alkynes, including sterically demanding, heteroaromatic and terminal alkynes.

Graphical abstract: Rhodium(i)-catalysed intermolecular alkyne insertion into (2-pyridylmethylene)cyclobutenes

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Supplementary files

Article information


Submitted
07 Apr 2016
Accepted
11 May 2016
First published
11 May 2016

Org. Biomol. Chem., 2016,14, 5023-5027
Article type
Communication

Rhodium(I)-catalysed intermolecular alkyne insertion into (2-pyridylmethylene)cyclobutenes

T. Matsuda and T. Matsumoto, Org. Biomol. Chem., 2016, 14, 5023
DOI: 10.1039/C6OB00734A

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