Thermal rearrangement of {[2-(Arylmethylene)cyclopropyl]methyl}(phenyl)sulfanes and selanes.

作者: Guo-Qiang Tian , Jia Li , Min Shi

DOI: 10.1021/JO7021636

关键词:

摘要: {[2-(Arylmethylene)cyclopropyl]methyl}(phenyl)sulfanes and {[2-(arylmethylene)cyclopropyl]methyl}(phenyl)selanes, generated in situ from 2-(arylmethylene)cyclopropylcarbinols with sodium benzenethiolate benzeneselenolate, could undergo rearrangement upon heating to afford (2-arylmethylidenebut-3-enyl)(phenyl)sulfanes (2-arylmethylidenebut-3-enyl)(phenyl)selanes, good excellent yields as mixtures of E- Z-isomers, respectively. A radical was proposed on the basis control experiments for this process.

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