The Journal of Organic Chemistry

The reaction of chlorosulfonyl isocyanates with allenes and olefins

EJ Moriconi, JF Kelly

Index: Moriconi,E.J.; Kelly,J.F. Journal of Organic Chemistry, 1968 , vol. 33, # 8 p. 3036 - 3046

Full Text: HTML

Citation Number: 50

Abstract

The addition of chlorosulfonyl isocyanate to allenea (2, 4-dimethyl-2, 3-pentadiene, 2-methyl- 2, 3-pentadiene, 2, 3-pentadiene, 3-methyl-l, a-butadiene, pentamethyleneallene, 1, 3- diphenylpropadiene, phenylpropadiene, and cyclononadiene) has been studied. In all cases, initial electrophilic attack occurred at the central carbon atom of the allenic system to produce, in the transition state, an allyl-type stabilized carbonium ion. Structures of the N- ...