THIAZOLE O-QUINODIMETHANES - THE GENERATION, ELECTROCYCLIZATION AND DIELS-ALDER REACTIONS OF PHENYL-SUBSTITUTED DERIVATIVES

Authors
POTTER AJ STORR RC
Citation
Aj. Potter et Rc. Storr, THIAZOLE O-QUINODIMETHANES - THE GENERATION, ELECTROCYCLIZATION AND DIELS-ALDER REACTIONS OF PHENYL-SUBSTITUTED DERIVATIVES, Tetrahedron letters, 35(29), 1994, pp. 5293-5296
Citations number
4
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
29
Year of publication
1994
Pages
5293 - 5296
Database
ISI
SICI code
0040-4039(1994)35:29<5293:TO-TGE>2.0.ZU;2-F
Abstract
(2-Phenyl-4-methylthiazol-5-yl)-alpha-phenylmethyl acetate 2 undergoes thermal elimination of acetic acid to give the o-quinodimethane 3. In solution this can be intercepted in Diels-Alder reactions but under f lash pyrolytic conditions naphthalene-2-thiol is formed by electrocycl isation and fragmentation.