Bismuth(III) chloride-catalyzed intramolecular hetero-Diels-Alder reactions: a novel synthesis of hexahydrodibenzo[b,h][1,6]naphthyridines

Sabitha, Gowravaram ; Venkata Reddy, E. ; Maruthi, Ch. ; Yadav, J. S. (2002) Bismuth(III) chloride-catalyzed intramolecular hetero-Diels-Alder reactions: a novel synthesis of hexahydrodibenzo[b,h][1,6]naphthyridines Tetrahedron Letters, 43 (8). pp. 1573-1575. ISSN 0040-4039

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Official URL: http://www.sciencedirect.com/science/article/pii/S...

Related URL: http://dx.doi.org/10.1016/S0040-4039(02)00018-7

Abstract

BiCl3 efficiently catalyzed the intramolecular hetero-Diels-Alder reactions of aldimines generated in situ from aromatic amines and the N-allyl derivative of o-aminobenzaldehyde in refluxing acetonitrile to afford a novel class of hexahydrodibenzo[b,h][1,6]naphthyridine derivatives. The products are isolated as mixtures of trans and cis diastereoisomers in a 1:1 ratio, in good to excellent yields.

Item Type:Article
Source:Copyright of this article belongs to Elsevier Science.
Keywords:Hetero-Diels-Alder Reactions; Bismuth(III) Chloride; Hexahydrodibenzonaphthyridines
ID Code:58946
Deposited On:02 Sep 2011 03:11
Last Modified:02 Sep 2011 03:11

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