Volume 24, Issue 4 pp. 1045-1051
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Nitrogen bridgehead compounds. Part 72 Straightforward synthesis of 1,2,3,4-tetrahydrorutaecarpine and derivatives

István Hermecz

István Hermecz

Research Centre, CHINOIN Pharmaceutical and Chemical Works Ltd., H-1325 Budapest, P.O. Box 110, Hungary

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ágnes Horváth

ágnes Horváth

Research Centre, CHINOIN Pharmaceutical and Chemical Works Ltd., H-1325 Budapest, P.O. Box 110, Hungary

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Benjamin Podányi

Benjamin Podányi

Research Centre, CHINOIN Pharmaceutical and Chemical Works Ltd., H-1325 Budapest, P.O. Box 110, Hungary

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Lelle Vasvári-Debreczy

Lelle Vasvári-Debreczy

Research Centre, CHINOIN Pharmaceutical and Chemical Works Ltd., H-1325 Budapest, P.O. Box 110, Hungary

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Zoltán Mészáros

Zoltán Mészáros

Research Centre, CHINOIN Pharmaceutical and Chemical Works Ltd., H-1325 Budapest, P.O. Box 110, Hungary

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György Szász

György Szász

Pharmaceutical Chemical Institute, Semmelweis Medical University, H-1092 Budapest, Hogyes, E. u. 9, Hungary

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József Kökösi

József Kökösi

Pharmaceutical Chemical Institute, Semmelweis Medical University, H-1092 Budapest, Hogyes, E. u. 9, Hungary

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First published: July/August 1987
Citations: 19

Part 71. M. Kajtár, J. Kajtár, I. Hermecz, T. Breining, and Z. Mészáros, J. Heterocyclic Chem., in press.

Abstract

In polyphosphoric acid, the Fischer indolization of 6-arylhydrazono-1,2,3,4,6,7,8,9-octahydro-11H-pyrido-[2,1-b]quinazolin-11-ones, obtained from 1,2,3,4,6,7,8,9-octahydro-11H-pyrido[2,1-b]quinazolin-11-ones by three pathways, afforded substituted 1,2,3,4,7,8-hexahydro-5H-13H-indolo[2′,3′:3,4]pyrido[2,1-b]quinazolin-5-ones in high yields. The structures of the 6-substituted octahydropyridoquinazolinones and hexahydroindo-lopyridoquinazolinones were characterized by uv, 1H and 13C nmr data.

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