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The NH(C)Br functionality of heteroaromatic compounds as a synthon for fused dihydrooxazoles
Author(s) -
Cegla Marek T.,
Baran Marzena,
Czarny Agnieszka,
Zylewski Marek,
Potaczek Joanna,
Klenc Jeff,
Strekowski Lucjan
Publication year - 2011
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.552
Subject(s) - synthon , chemistry , amine gas treating , combinatorial chemistry , product (mathematics) , stereochemistry , medicinal chemistry , organic chemistry , geometry , mathematics
Abstract Fused dihydrooxazoles are produced by the reaction of 8‐bromoteophylline (1), 6‐bromo‐2‐pyridone (7), or 2‐bromobenzimidazole (11) with an N ‐substituted N ‐(2,3‐epoxypropyl)amine. The product derived from 1 undergoes rearrangement to a fused dihydrooxazine while the fused dihydrooxazoles derived from 7 and 11 are stable. J. Heterocyclic Chem., (2011).