Issue 22, 2016

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

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

Supplementary files

Article information

Article type
Communication
Submitted
07 Apr 2016
Accepted
11 May 2016
First published
11 May 2016

Org. Biomol. Chem., 2016,14, 5023-5027

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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