RHODIUM(I)-CATALYZED HYDROCARBONYLATION AND SILYLCARBONYLATION REACTIONS OF ALKYNES IN THE PRESENCE OF PRIMARY AMINES LEADING TO 2-PYRROLIDINONES AND 4-SILYLATED 1-AZA-1,3-BUTADIENES

Authors
BARFACKER L HOLLMANN C EILBRACHT P
Citation
L. Barfacker et al., RHODIUM(I)-CATALYZED HYDROCARBONYLATION AND SILYLCARBONYLATION REACTIONS OF ALKYNES IN THE PRESENCE OF PRIMARY AMINES LEADING TO 2-PYRROLIDINONES AND 4-SILYLATED 1-AZA-1,3-BUTADIENES, Tetrahedron, 54(18), 1998, pp. 4493-4506
Citations number
40
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
54
Issue
18
Year of publication
1998
Pages
4493 - 4506
Database
ISI
SICI code
0040-4020(1998)54:18<4493:RHASR>2.0.ZU;2-W
Abstract
Rh(I)-catalysed hydrocarbonylation of alkynes 1 in the presence of pri mary amines gives substituted 2-pyrrolidinones 3 in a one-pot procedur e. Replacement of hydrogen by hydrosilanes via silylcarbonylation lead s to 4-silylated 1-aza-1,3-butadienes 5. These azadienes are converted with dimethyl acetylenedicarboxylate to 1,4-dihydropyridines 8 via Di els-Alder reaction. (C) 1998 Elsevier Science Ltd. All rights reserved .