Dibromomethane as one-carbon source in organic synthesis: microwave-accelerated α-methylenation of ketones with dibromomethane and diethylamine |
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| Authors: | Yung-Son Hon Tzyy-Rong HsuChun-Yan Chen Yi-Hui LinFong-Jong Chang Cheng-Han HsiehPing-Hui Szu |
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| Affiliation: | a Department of Chemistry and Biochemistry, National Chung Cheng University, Chia-Yi 621,Taiwan, ROC
b Institute of Chemistry, Academia Sinica, Nankang, Taipei 115, Taiwan, ROC |
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| Abstract: | The reactivity of aryl alkyl ketone with a preheated mixture of dibromomethane and diethylamine is poor and gives an α-methylenation product in very low yield even under refluxing condition. It can be accelerated dramatically by microwave irradiation. Under microwave condition, the cyclic 1,3-dicarbonyls, aryl alkyl ketones, heteroaryl alkyl ketones and acyclic benzyl ketone give α-methylenation products in modest to good yields. |
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| Keywords: | α-methylenation microwave-accelerated reaction α-methylene ketones Mannich bases dibromomethane diethylamine |
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