Reactions with aziridines. 48. Friedel-Crafts reactions with N-sulfonated aziridines and with open-chain sulfonamides. Sulfonamides as leaving groups in open-chain …
H Stamm, A Onistschenko, B Buchholz…
Index: Stamm, Helmut; Onistschenko, Andreas; Buchholz, Berthold; Mall, Thomas Journal of Organic Chemistry, 1989 , vol. 54, # 1 p. 193 - 199
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Citation Number: 28
Abstract
A1C13-catalyzed reactions of N-sulfonylaziridines (C substituents given) la (no substituent), 4b (2-phenyl), 8b (2, 3-diphenyl), and lla-c (2, 2-dimethyl) with neat benzene, toluene, or anisole proceeded rapidly without heating. The expected N-sulfonyl (arylethy1) amines 2, 5, 9, and 12 were obtained in yields of 0-84%. Apart from la, the main byproducts (or the main products) 6, 10, 13, and 14 had incorporated two molecules of arene under elimination of ...
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