Isolation of a diazoalkane intermediate in the photic Bamford-Stevens reaction

A Nickon, PSJ Zurer

Index: Nickon, Alex; Zurer, Pamela St. John Journal of Organic Chemistry, 1981 , vol. 46, # 23 p. 4685 - 4694

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Citation Number: 15

Abstract

Arylsulfonylhydrazones decompose in alkaline media on thermolysis (Bamford-Stevens reaction) or on UV irradiation. The thermal method is known to produce a diazo hydrocarbon, which gives products by carbenic and/or cationic routes according to the reaction conditions. In contrast, mechanistic information on the photic decomposition is lacking. We now report a successful isolation of a diazo hydrocarbon from direct ...