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Syntheses of 4‐Substituted 2‐(Trichloromethyl)quinazolines under Mild Conditions by Benzyne [4+2] Cycloaddition
Author(s) -
LechugaEduardo Harim,
Olivo Horacio F.,
RomeroOrtega Moises
Publication year - 2014
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.201402706
Subject(s) - aryne , chemistry , cycloaddition , reagent , aryl , acetal , medicinal chemistry , organic chemistry , combinatorial chemistry , catalysis , alkyl
An experimentally simple and convenient synthesis of 4‐susbstituted 2‐(trichloromethyl)quinazolines by cycloaddition of benzyne with 2‐(trichloromethyl)‐1,3‐diazabutadienes was developed. The 2‐(trichloromethyl)‐1,3‐diazabutadienes (R 1 = H and Me) were prepared from trichloroacetamidine and the appropriate N , N ‐dimethylamide dimethyl acetal or from trichloroacetamidine and a Vilsmeier–Haack reagent containing an aryl group.