Formation and electrophilic reactions of benzeneselenenyl p-toluenesulfonate. Preparation and properties of addition products with acetylenes
TG Back, KR Muralidharan
Index: Back, Thomas G.; Muralidharan, K. Raman Journal of Organic Chemistry, 1991 , vol. 56, # 8 p. 2781 - 2787
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Citation Number: 20
Abstract
Benzeneselenenyl p-toluenesulfonate (1) was generated in situ by the reaction of silver p- toluenesulfonate with benzeneselenenyl chloride in acetonitrile. The reagent reacted with acetylenes by electrophilic 1, a-addition to afford the & (phenylseleno) vinyl p- toluenesulfonates 2-12, generally in high yield. The latter were formed preferentially by anti addition, but with poor regioselectivity, unless a strongly orienting group (eg, phenyl) was ...
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