Chemoselectivity in reactions of an α-diazo-β-diketone with some conjugative double-bond systems

J Xu, Q Zhang, L Chen, H Chen

文献索引：Xu; Zhang; Chen Journal of the Chemical Society. Perkin Transactions 1, 2001 , # 18 p. 2266 - 2268

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被引用次数: 11

摘要

Reactions of 2-diazo-1, 3-diphenylpropane-1, 3-dione with α, β-unsaturated aldehydes and ketones, and keto-imines, in refluxing anhydrous toluene indicate that benzoyl (phenyl) ketene, which is generated by the thermal Wolff rearrangement of 2-diazo-1, 3- diphenylpropane-1, 3-dione, shows a pronounced tendency to form chemospecific [2+ 4] Diels–Alder adducts with the carbonyl group in α, β-unsaturated aldehydes and ketones, ...