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A one step synthesis of 4‐substituted imidazoles. An important observation when N ‐alkylating imidazoles
Author(s) -
Whitten Jeffrey P.,
Matthews Donald P.,
Mccarthy James R.,
Barbuch Robert J.
Publication year - 1988
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.5570250647
Subject(s) - chemistry , imidazole , alkylation , electrophile , flash (photography) , combinatorial chemistry , medicinal chemistry , organic chemistry , catalysis , art , visual arts
Imidazoles substituted in the 2‐position with methyl, 1e , phenyl, 1a , 2‐imidazole, 1b‐d , or t ‐butyldiphenylsilyl, If, react with soft electrophiles 2 to give modest yields of 4(5)‐ C ‐alkylated‐imidazoles 3 and N ‐alkylated products 5. These two products are readily separated by flash chromatography.