Convenient preparation of heteroazulenes by the reaction of 2-aminotroponewith heterocumulenes in the presence of a base

Authors
Mitsumoto, Y Nitta, M
Citation
Y. Mitsumoto et M. Nitta, Convenient preparation of heteroazulenes by the reaction of 2-aminotroponewith heterocumulenes in the presence of a base, HETEROCYCLE, 55(11), 2001, pp. 2131-2137
Citations number
20
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
HETEROCYCLES
ISSN journal
03855414 → ACNP
Volume
55
Issue
11
Year of publication
2001
Pages
2131 - 2137
Database
ISI
SICI code
0385-5414(20011101)55:11<2131:CPOHBT>2.0.ZU;2-P
Abstract
Reactions of 2-aminotropone with heterocumulenes, N,N'-diphenylcarbodiimide , phenyl isothiocyanate, phenyl isocyanate, and carbon disulfide, in the pr esence of t-BuOK afforded 1-phenylcycloheptaimidazole-2(1H)-phenylimine, 1- phenylcyclohepataimidazole-2(1H)-thione, 1-phenylcycloheptaimidazol-2(1H)-o ne along with 2H-cycloheptaoxazol-2-one, and 2H-cycloheptathiazol-2-one alo ng with 2H-cycloheptaoxazole-2-thione in good to moderate yields, respectiv ely.