Regioselective ring opening reactions of 1-aminocyclopropenes via carbenium ion and carbene intermediates

H Yoshida, H Sano, T Ogata, K Matsumoto

Index: Yoshida, Hiroshi; Sano, Hiroe; Ogata, Tsuyoshi; Matsumoto, Kiyoshi Bulletin of the Chemical Society of Japan, 1988 ,  vol. 61,  # 12  p. 4341 - 4346

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Citation Number: 14

Abstract

The reaction of 1-(disubstituted amino)-2, 3-diphenylcyclopropenium salt with phenyl-and alkylmagnesium halides afforded, regioselectively, 1-aminocyclopropenes in good yields. The reactions of these 1-aminocyclopropenes were studied under acidic and nonacidic conditions to yield regioselective ring-opening products (C 2–C 3 and C 1–C 3 bond fissions of the cyclopropene) associated with the carbenium ions and carbene intermediates, ...