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A novel base-induced ring expansion of quaternized heterocycles

✍ Scribed by Hans-Jürgen Federsel; Jan Bergman

Book ID: 104225781
Publisher: Elsevier Science
Year: 1980
Tongue: French
Weight: 223 KB
Volume: 21
Category: Article
ISSN: 0040-4039
DOI: 10.1016/s0040-4039(00)93167-8

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✦ Synopsis

The synthesis of some 6-, 7-and &membered heterocycles through a base induced ring expansion of quaternized thiazolium, oxazolium and selenazolium salts is described. During studies of base-induced rearrangements of quaternized 5-(w-chloroalkyl)-thiazoles and oxazoles, -165OC) in 20-25% yield. Mass spectrum (70 eV): m/e (rel. intensity) 303 (100, M+), 301 (481, 274 (351, 222 (481, 194 (74), 184 (771, 183 (771, 178 (451, 104 (74), 103 (821, 78 (711, 77 (871, 51 (42).

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