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Palladium-Catalyzed Hydrovinylation of Vinyl Triflates with Alkynes An Approach to the Synthesis of 3-Vinylfuran-2(5H)-ones

✍ Scribed by Antonio Arcadi; Sandro Cacchi; Giancarlo Fabrizi; Fabio Marinelli; Paola Pace

Publisher: John Wiley and Sons
Year: 1999
Tongue: English
Weight: 400 KB
Volume: 1999
Category: Article
ISSN: 1434-193X
DOI: 10.1002/(sici)1099-0690(199912)1999:12<3305::aid-ejoc3305>3.0.co;2-o

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✦ Synopsis

Palladium / Hydrovinylation / Cyclizations / Furan-2(5H)-ones

The reaction of alkynes with vinyl triflates in the presence of in good to high yields. The reaction has been employed to develop a regioselective synthesis of 3-vinylfuran-2(5H)-ones catalytic amounts of Pd(OAc) 2 and HCOOK, omitting phosphane ligands, affords hydrovinylation products usually from methyl 4-hydroxy-2-butynoates.

reductive elimination tandem reactions [8] [9] (Scheme 1, P.le A. Moro 5, I-00185 Roma (Italy) 34% yield along with trace amounts of 4m after 7 h (the

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