Enhanced reactivity of electron-deficient enynes in the palladium-catalyzed homo-benzannulation of conjugated enynes

Authors
Saito, S Chounan, Y Nogami, T Fukushi, T Tsuboya, N Yamada, Y Kitahara, H Yamamoto, Y
Citation
S. Saito et al., Enhanced reactivity of electron-deficient enynes in the palladium-catalyzed homo-benzannulation of conjugated enynes, J ORG CHEM, 65(17), 2000, pp. 5350-5354
Citations number
19
Categorie Soggetti
Chemistry & Analysis","Organic Chemistry/Polymer Science
Journal title
JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
00223263 → ACNP
Volume
65
Issue
17
Year of publication
2000
Pages
5350 - 5354
Database
ISI
SICI code
0022-3263(20000825)65:17<5350:EROEEI>2.0.ZU;2-6
Abstract
We report the high reactivity of electron-deficient enynes in the homo-benz annulation of conjugated enynes in the presence of Pd(PPh3)(4.) The introdu ction of electron-withdrawing groups enabled us to carry out the benzannula tion of 1-substituted enynes as well as 1,2- and 2,4-disubstituted enynes. Polysubstituted benzenes were prepared in a highly regioselective manner in good to excellent yields.