INTRAMOLECULAR CYCLIZATION OF ARYL SUBSTITUTED IODONIUM YLIDES WITH COPPER(I) CHLORIDE

Citation
Rm. Moriarty et al., INTRAMOLECULAR CYCLIZATION OF ARYL SUBSTITUTED IODONIUM YLIDES WITH COPPER(I) CHLORIDE, Tetrahedron letters, 38(25), 1997, pp. 4333-4336
Citations number
7
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
38
Issue
25
Year of publication
1997
Pages
4333 - 4336
Database
ISI
SICI code
0040-4039(1997)38:25<4333:ICOASI>2.0.ZU;2-G
Abstract
Cu(I)Cl decomposition of the phenyliodonium ylides derived from o-, m- and p-methoxyphenyl-3-ketopentanoic acid methyl esters affords the co rresponding 5-, 6- and 7-methoxy-1-carbomethoxy-2-tetralones in prepar ative yields. The lower homologous phenyliodonium ylides derived from o-, m- and p-methoxyphenyl-3-ketobutyric acid methyl esters yield the analogous 1-carbomethoxy-2-indanone only in the meta-methoxyphenyl cas e, and the ortho- and para-methoxyphenyl substituted iodonium ylides y ield dimeric products. (C) 1997 Elsevier Science Ltd.