Bismuth(III) chloride-catalyzed intramolecular hetero-Diels–Alder reactions: a novel synthesis of hexahydrodibenzo[b,h][1,6]naphthyridines
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- 作者：Sabitha ; Gowravaram ; Venkata Reddy ; E. ; Maruthi ; Ch. ; Yadav ; J. S.
- 关键词：hetero-Diels&ndash ; Alder reactions ; bismuth(III) chloride ; hexahydrodibenzonaphthyridines
- 刊名：Tetrahedron Letters
- 出版年：2002
- 出版时间：February 18, 2002
- 年：2002
- 卷：43
- 期：8
- 页码：1573-1575
- 全文大小：74.8 K
文摘
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.