DIPOLAR CYCLOADDITIONS OF MESOIONIC COMPOUNDS WITH 2-TERT-BUTYLFULVENES - A NEW ROUTE TO PSEUDO-HETERO-AZULENES VIA STERICALLY ASSISTED [4-PI-PI] CYCLOADDITIONS, AND ISOMERIZATION OF ADDUCTS(6)

Citation
H. Kato et al., DIPOLAR CYCLOADDITIONS OF MESOIONIC COMPOUNDS WITH 2-TERT-BUTYLFULVENES - A NEW ROUTE TO PSEUDO-HETERO-AZULENES VIA STERICALLY ASSISTED [4-PI-PI] CYCLOADDITIONS, AND ISOMERIZATION OF ADDUCTS(6), Tetrahedron, 53(29), 1997, pp. 9921-9934
Citations number
40
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404020
Volume
53
Issue
29
Year of publication
1997
Pages
9921 - 9934
Database
ISI
SICI code
0040-4020(1997)53:29<9921:DCOMCW>2.0.ZU;2-G
Abstract
Several mesoionic compounds react with 2-tert-butylfulvene derivatives to form [4 pi+6 pi] and/or [4 pi+2 pi] cycloadducts. They undergo fur ther fragmentation elimination or isomerization under the reaction con ditions to give a variety of products including several condensed hete rocycles which are isoelectronic with azulene. An oxazolium-4-olate, o n contact with a small amount of air was found to form a tricyclic oxy genated dimer. (C) 1997 Elsevier Science Ltd.