Palladium-catalyzed benzannulation of conjugated enynes. Enhanced reactivity of alkoxycarbonyl- and cyanoenynes

Authors
Saito, S Tsuboya, N Chounan, Y Nogami, T Yamamoto, Y
Citation
S. Saito et al., Palladium-catalyzed benzannulation of conjugated enynes. Enhanced reactivity of alkoxycarbonyl- and cyanoenynes, TETRAHEDR L, 40(42), 1999, pp. 7529-7532
Citations number
5
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
TETRAHEDRON LETTERS
ISSN journal
00404039 → ACNP
Volume
40
Issue
42
Year of publication
1999
Pages
7529 - 7532
Database
ISI
SICI code
0040-4039(19991015)40:42<7529:PBOCEE>2.0.ZU;2-7
Abstract
We report the high reactivity of alkoxycarbonyl- and cyanoenynes in the hom o-benzannulation of conjugated enynes. The introduction of these electron-w ithdrawing groups enabled us to carry out the benzannulation of 1-substitut ed enynes as well as 1,2- and 2,4-disubstituted enynes, which have much low er reactivity compared to 2- or 4-monosubstituted enynes. Polysubstituted b enzenes were prepared in a highly regioselective manner in good to excellen t yields. (C) 1999 Elsevier Science Ltd. All rights reserved.