Diazoethenes: their attempted synthesis from aldehydes and aromatic ketones by way of the Horner-Emmons modification of the Wittig reaction. A facile synthesis of …

JC Gilbert, U Weerasooriya

文献索引：Gilbert, J. C.; Weerasooriya, U. Journal of Organic Chemistry, 1982 , vol. 47, # 10 p. 1837 - 1845

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被引用次数: 188

摘要

The base-promoted reaction of dimethyl (diazomethy1) phosphonate (8) with aldehydes and aryl ketones at low temperatures has been investigated. Alkynes, in modest to excellent yields, are the predominant products of these reactions, a result consistent with the intervention of diazoethenes (3). The latter appear to be unstable toward unimolecular decomposition at-78 OC and yield nitrogen and alkylidenecarbenes (1).