High-yield synthesis of novel imidazoles and triazoles from alcohols and phenols

Authors
Citation
Vco. Njar, High-yield synthesis of novel imidazoles and triazoles from alcohols and phenols, SYNTHESIS-S, (14), 2000, pp. 2019-2028
Citations number
36
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
SYNTHESIS-STUTTGART
ISSN journal
00397881 → ACNP
Issue
14
Year of publication
2000
Pages
2019 - 2028
Database
ISI
SICI code
0039-7881(200012):14<2019:HSONIA>2.0.ZU;2-U
Abstract
A variety of alcohols and phenols are converted into their corresponding im idazoles and triazoles in high yields by a facile reaction with N,N-1-carbo nyldiimidazole (CDI) or N,N-1-carbonylditriazole (CDT) in acetonitrile. The reactions of allylic alcohols, enols and phenols with CDI or CDT are unpre cedented. Evidence is provided which suggests that the reaction with alcoho ls proceeds via the corresponding carbamates by an S(N)i mechanism.