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Unexpectedly Simple Synthesis of Benzazoles by t BuONa‐Catalyzed Direct Aerobic Oxidative Cyclocondensation of o‐ Thio/Hydroxy/Aminoanilines with Alcohols under Air
Author(s) -
Shi Xinkang,
Guo Junmei,
Liu Jianping,
Ye Mingde,
Xu Qing
Publication year - 2015
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201501184
Subject(s) - thio , oxidative phosphorylation , reactivity (psychology) , chemistry , catalysis , alcohol , organic chemistry , biochemistry , alternative medicine , pathology , medicine
t BuONa‐catalyzed direct aerobic oxidative cyclocondensation reactions of readily available alcohols and o‐ thio/hydroxy/aminoanilines under air have been developed and provide an efficient, practical, and green method for the synthesis of benzazoles. Mechanistic studies revealed that o‐ substituted anilines promote the initial aerobic alcohol‐oxidation step, which explains the high reactivity and success of this unexpectedly simple and practical cyclocondensation method.