SYNTHESIS OF BICYCLIC ENEDIYNES FROM HENYL[(TRIFLUOROMETHANESULFONYL)OXY]IODO]ACETYLENE - A TANDEM DIELS-ALDER PALLADIUM(II)-COCATALYZED AND COPPER(I)-COCATALYZED CROSS-COUPLING APPROACH/

Authors
RYAN JH STANG PJ
Citation
Jh. Ryan et Pj. Stang, SYNTHESIS OF BICYCLIC ENEDIYNES FROM HENYL[(TRIFLUOROMETHANESULFONYL)OXY]IODO]ACETYLENE - A TANDEM DIELS-ALDER PALLADIUM(II)-COCATALYZED AND COPPER(I)-COCATALYZED CROSS-COUPLING APPROACH/, Journal of organic chemistry, 61(18), 1996, pp. 6162-6165
Citations number
60
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Journal of organic chemistry → ACNP
ISSN journal
00223263
Volume
61
Issue
18
Year of publication
1996
Pages
6162 - 6165
Database
ISI
SICI code
0022-3263(1996)61:18<6162:SOBEFH>2.0.ZU;2-#
Abstract
The reaction of bicycle alkenylbis(phenyliodonium) triflates 1a or b ( available via the Diels-Alder reaction of henyl[(trifluoromethanesulfo nyl)oxy]iodo]acetylene with cyclopentadiene or furan, respectively) wi th alkynylstannanes 2a-g at room temperature in DMF in the presence of catalytic amounts of benzyl(chloro)bis(triphenylphosphine)palladium(I I) and copper(I) iodide proceeds smoothly and with selectivity to affo rd good to excellent yields of bicyclic enediynes 3a-k.