AN EASY LEWIS ACID-MEDIATED ISOMERIZATION FROM (E)-OXOINDOLIN-3-YLIDENE TO (Z)-OXOINDOLIN-3-YLIDENE KETONES

Authors
FAITA G MELLA M RIGHETTI PP TACCONI G
Citation
G. Faita et al., AN EASY LEWIS ACID-MEDIATED ISOMERIZATION FROM (E)-OXOINDOLIN-3-YLIDENE TO (Z)-OXOINDOLIN-3-YLIDENE KETONES, Tetrahedron, 50(37), 1994, pp. 10955-10962
Citations number
14
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
50
Issue
37
Year of publication
1994
Pages
10955 - 10962
Database
ISI
SICI code
0040-4020(1994)50:37<10955:AELAIF>2.0.ZU;2-9
Abstract
(E)-2-Oxoindolin-3-ylidene ketones can be easily isomerized to their ( Z)-isomers by AlCl3 at room temperature in CH2Cl2. The behaviour of th e unsaturated dicarbonyl framework in the (Z)-configuration as a biden tate ligand can be the key-step of the isomerization. The limits of a reaction that allows to prepare several yet-unknown products is discus sed.