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Preparation, lithiation and transformation of N ‐(benzotriazol‐1‐ylmethyl) heterocycles
Author(s) -
Katritzky Alan R.,
DrewniakDeyrup Malgorzata,
Lan Xiangfu,
Brunner Frederic
Publication year - 1989
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.5570260359
Subject(s) - chemistry , imidazole , pyrrole , carbazole , benzimidazole , electrophile , indole test , ring (chemistry) , adduct , methylene , medicinal chemistry , stereochemistry , combinatorial chemistry , organic chemistry , catalysis
Indole, carbazole, pyrrole, imidazole, benzimidazole, 2‐methyl‐ and 2‐phenylbenzimidazole, and 1, 2, 4‐triazole have each been converted into their N ‐(benzotriazol‐1‐ylmethyl) derivatives. The pyrrole, indole, and carbazole adducts undergo smooth lithiation at the inter‐ring methylene group and subsequent reaction there with electrophiles. For the imidazole, benzimidazole, and triazole systems, lithiations at other molecular positions competed.