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Efficient One‐Step Synthesis of Benzazoles in Aqueous Media
Author(s) -
Zali Boeini Hassan,
Hajibabaei Najafabadi Khadijeh
Publication year - 2009
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.200900740
Subject(s) - chemistry , salt (chemistry) , aqueous medium , catalysis , derivative (finance) , bromide , aqueous solution , organic chemistry , combinatorial chemistry , salt lake , medicinal chemistry , financial economics , economics , paleontology , structural basin , biology
Benzazoles (benzoxazoles, benzothiazoles, and benzimidazoles) were efficiently prepared by the aquatic reaction of the corresponding thioamidinium salts and 2‐aminophenol, 2‐aminothiophenol, and 1,2‐diaminobenzene, respectively. The thioamidinium salt was successfully applied as an alternative to a carboxylic acid derivative to react smoothly with an amino precursor and in the presence of catalytic amounts of hexadecyltrimethylammonium bromide salt to produce benzazoles in good to excellent yields.(© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2009)