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Metallation and reaction of 4,5‐dicyanoimidazoles with alkyllithium reagents
Author(s) -
Apen Paul G.,
Rasmussen Paul G.
Publication year - 1992
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.5570290510
Subject(s) - chemistry , reagent , organic chemistry , combinatorial chemistry , medicinal chemistry
The conditions required for selective lithiation at the 2‐position of 4,5‐dicyanoimidazoles are described in detail. The course of the reaction of alkyllithium reagents with 4,5‐dicyanoimidazoles depends on the temperature, the number of equivalents of alkyllithium and whether the 1‐nitrogen is protected. Under certain circumstances, the alkyllithium reagent adds to one of the cyano groups giving cyanoimidazole ketones.