Carbenoids with neighboring heteroatoms. III. Electrophilic reactions of two. alpha.-halocyclopropyllithium compounds

KG Taylor, WE Hobbs, MS Clark…

Index: Taylor,K.G. et al. Journal of Organic Chemistry, 1972 , vol. 37, # 15 p. 2436 - 2443

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Citation Number: 42

Abstract

Solutions of carbenoids 4a and 1 la were prepared by the reaction of alkyllithiums with dihalocyclopropanes 1. Carbenoid 4a had limited stability at-80" but could be trapped by carbonation which gave 2 in low yield and by protonation which gave 4b in high yield. Bicyclobutane 5 was the major product of thermal decomposition of 4a. Carbenoid lla was more stable at-80" as evidenced by reactions with HtO, DnO, and benzophenone. Thermal ...