Palladium catalyzed coupling reactions of diiodoarenes with allylic and homoallylic alcohols

Authors
Citation
G. Dyker et A. Thone, Palladium catalyzed coupling reactions of diiodoarenes with allylic and homoallylic alcohols, J PRAK CH C, 341(2), 1999, pp. 138-141
Citations number
20
Categorie Soggetti
Chemistry
Journal title
JOURNAL FUR PRAKTISCHE CHEMIE-CHEMIKER-ZEITUNG
ISSN journal
09411216 → ACNP
Volume
341
Issue
2
Year of publication
1999
Pages
138 - 141
Database
ISI
SICI code
0941-1216(1999)341:2<138:PCCROD>2.0.ZU;2-E
Abstract
A sequential transformation consisting of a twofold Heck reaction of 1,2-di iodobenzene (14) with allyl alcohol (2) followed by an intramolecular aldol condensation is suitable for the construction of the benzocyclohept-2-ene- 2-carboxaldehyde (15). Under the same reaction conditions 1,8-diiodonayhtha lene (7) lends to 1-acenaphthenyl-methanol (6), 2-(1-acenaphthenyl)-ethanol (8), 1-(1w-acenaphthenyl)-ethanol (11), 5-(1,8-naphthalena)-nonan-2,8-dion e (12) and 5-(1-naphthyl)-3-methylpentan-2-on (13) mainly.