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A new synthesis of imidazo[1,2‐ a ]pyridine and imidazo[2,1‐ a ]isoquinoline derivatives
Author(s) -
Tominaga Yoshinori,
Motokawa Shigenori,
Shiroshita Yoshihide,
Hosomi Akira
Publication year - 1987
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.5570240527
Subject(s) - chemistry , pyridinium , isoquinoline , pyridine , ylide , medicinal chemistry , methylene , bicyclic molecule , organic chemistry
A new synthesis of imidazo[1,2‐ a ]pyridine and imidazo[2,1‐ a ]isoquinoline derivatives 4 and 8 , respectively by 1,5‐dipolar cyclization reactions of stabilized pyridinium N ‐ylides 3a‐e or isoquinolinium N ‐ylide 7 is described. The starting N ‐ylides 3a‐e and 7 are prepared by the reaction of the corresponding pyridinium salts 1a‐e or isoquinolinium salts 6 with N ‐bis(methylthio)methylene‐ p ‐toluenesulfonamide (2) .