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Regio‐controlled and Stereo‐controlled Ring Expansion of N ‐Substituted‐2 Benzoylaziridines Using Fe(NO 3 ) 3
Author(s) -
Samimi Heshmat A.,
Shams Zahra
Publication year - 2014
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.1773
Subject(s) - chemistry , ring (chemistry) , regioselectivity , medicinal chemistry , stereochemistry , combinatorial chemistry , organic chemistry , catalysis
Several N ‐acyl‐2‐benzoylaziridines were previously prepared conveniently and used in the preparation of 5‐benzoyl‐2,4‐diaryl oxazolines in the presence of NaI. In this work, synthesis of some trans ‐4‐benzoyl‐2,5‐diaryl oxazolines by a regio‐controlled and stereo‐controlled reaction in the presence of Iron (III) nitrate at room temperature is reported. A plausible mechanism has been proposed for ring expansion of N ‐acylaziridines to oxazolines.