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Synthesis and Rearrangement of 1,2,3‐Triheteroaryl(aryl)‐Substituted Aziridines
Author(s) -
Pindinelli Emanuela,
Pilati Tullio,
Troisi Luigino
Publication year - 2007
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200700462
Subject(s) - chemistry , ring (chemistry) , aryl , medicinal chemistry , hydrogen bond , stereochemistry , organic chemistry , molecule , alkyl
Abstract Aziridines carrying three (or two) heteroaryl groups with electron‐withdrawing effects were synthesised with sufficient diastereoselectivity. The cis aziridines are susceptible to ring opening and rearrangement when the formation of secondary enamines in stable hexacyclic structures with a N–H ··· N hydrogen bond is possible. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2007)