Unexpected metal-free transformation of gem-Dibromomethylenes to ketones under acetylation conditions.

Chem Asian J

Graduate School of Bioagricultural Sciences, Nagoya University, Chikusa, Nagoya, 464-8601 (Japan), Fax: (+81) 52-789-4111.

Published: April 2015

Novel conditions for the transformation of gem-dibromomethylenes to ketones are described. gem-Dibromo compounds were treated with acetic anhydride and triethylamine in dichloromethane/water at room temperature under an air atmosphere to give the corresponding ketones in moderate yields. A radical mechanism is proposed based on experimental results.

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http://dx.doi.org/10.1002/asia.201403277DOI Listing

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