Palladium-catalyzed carbonylative synthesis of acylstannanes from aryl iodides and hexamethyldistannane

Dedicated to Professor Laszlo Kollar on the occasion of his 65th birthday!
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Highlights

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    The first palladium catalyzed carbonylative synthesis of acylstannanes.

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    With Pd(PPh3)4 as the catalyst at 60 °C, the desired acylstannanes were obtained in good to excellent yields.

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    The obtained acylstannanes can be transformed into the corresponding benzoic acids by simply stirring under air.

Abstract

In this communication, we describe a new method for the carbonylative synthesis of acylstannanes from aryl iodides and hexamethyldistannane. With Pd(PPh3)4 as the catalyst and toluene as the solvent at 60 °C under 10 bar CO for 16 h, the desired acylstannanes were obtained in good to excellent yields. In order to facilitate isolation and analysis, the obtained acylstannanes were transformed into the corresponding benzoic acids by simply stirring under air for 5 h.

Section snippets

Declaration of competing interest

We have no conflict of interest to declaration!

Acknowledgment

We thank the Chinese Scholarship Council (CSC) for financial support. The analytical support of Dr W. Baumann, Dr C. Fisher, S. Buchholz, and S. Schareina is gratefully acknowledged (all in LIKAT).

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