A NEW APPROACH TO THE SYNTHESIS OF FUNCTIONALIZED PYRIDO[2,3-B]LINDOLES BY WAY OF A PALLADIUM-CATALYZED RING CLOSING REACTION BETWEEN THE N-1 AND C-9A POSITIONS

Authors
ABOUABDELLAH A DODD RH
Citation
A. Abouabdellah et Rh. Dodd, A NEW APPROACH TO THE SYNTHESIS OF FUNCTIONALIZED PYRIDO[2,3-B]LINDOLES BY WAY OF A PALLADIUM-CATALYZED RING CLOSING REACTION BETWEEN THE N-1 AND C-9A POSITIONS, Tetrahedron letters, 39(15), 1998, pp. 2119-2122
Citations number
19
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
39
Issue
15
Year of publication
1998
Pages
2119 - 2122
Database
ISI
SICI code
0040-4039(1998)39:15<2119:ANATTS>2.0.ZU;2-X
Abstract
The enolate of N-(tert-butyloxycarbonyl)aminobutyro-gamma-lactone 9 re acted with 2-bromo-1-methylindole-3-carboxaldehyde in the presence of stannic chloride to give the product of aldol condensation 16 Deprotec tion and dehydration of the latter with trifluoroacetic acid and dimet hyl sulfide followed by Pd-2(dba)(3)-catalyzed ring closing of the pro duct afforded the alpha-carboline 6 in good overall yield. (C) 1998 El sevier Science Ltd. All rights reserved.