Journal of Organometallic Chemistry

Catalyst-free alkanoylation of aromatic rings via arylstannanes. Scope and limitations

MJL Fiego, MT Lockhart, AB Chopa

Index: Lo Fiego, Marcos J.; Lockhart, Maria T.; Chopa, Alicia B. Journal of Organometallic Chemistry, 2009 , vol. 694, # 22 p. 3674 - 3678

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Citation Number: 12

Abstract

The reaction of alkanoyl chlorides with arylstannanes in 1, 2-dichlorobenzene (180° C) is a simple and direct route for the catalyst-free and regioselective synthesis of tertiary alkyl aryl ketones in good to excellent isolated yields (55–77%). Nevertheless, under similar conditions, reactions carried out with alkanoyl chlorides bearing α-hydrogens render only the product of protodestannylation.