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Synthesis 2002(2): 0155-0168
DOI: 10.1055/s-2002-19791
REVIEW
© Georg Thieme Verlag Stuttgart · New York

Hydrogenated Pyrrolopyridines. Synthesis and Reactivity

Alexej V. Varlamov, Tatiana N. Borisova, Leonid G. Voskressensky*
Organic Chemistry Department of the Russian Peoples Friendship University, 6, Mikluho-Maklaia St., Moscow, 117198, Russia
Fax: +7(95)9540336; e-Mail: lvoskressensky@sci.pfu.edu.ru;
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Publikationsverlauf

Received 24 August 2001
Publikationsdatum:
03. August 2004 (online)

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Abstract

This review presents the progress in hydrogenated pyrrolopyridine synthesis and reactivity studies over the last 20 years. The emphasis has been made on the methods of synthesis and reactivity of the tetrahydrogenated derivatives, especially tetrahydropyrrolo[3,2-c]pyridines.

  • 1 Introduction

  • 2 Synthesis of Hydrogenated Pyrrolopyridines

  • 2.1 Tetrahydropyrrolo[3,2-c]pyridines

  • 2.2 Tetrahydropyrrolo[2,3-c]pyridines

  • 2.3 Tetrahydropyrrolo[3,2-b]pyridines

  • 2.4 Tetrahydropyrrolo[3,4-b]pyridines

  • 2.5 Dihydro- and Hexahydropyrrolo[2,3-b]pyridines

  • 2.6 Hexahydropyrrolo[3,2-c]pyridines

  • 2.7 Hexahydropyrrolo[3,4-c]pyridines

  • 2.8 Di- and Hexahydropyrrolo[3,4-b]pyridines

  • 2.9 Perhydropyrrolopyridines (PHPP)

  • 3 Reactivity of Hydrogenated Pyrrolopyridines (PP)

  • 3.1 Reactions at the Pyrrole Ring

  • 3.2 Reactions at the Tetrahydropyridine Ring

  • 4 Conclusions

Key words

pyrrolopyridines - fused heterocyclic systems - pyrrole - heterocylization

5

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21

Varlamov, A. V.; Voskressensky, L. G.; Borisova, T. N. Khim. Geterotsikl. Soedin., in press.

61

Voskressensky, L. G.; Borisova, T. N.; Barge, S. B.; Varlamov, A. V. In Abstracts of the 12th ICOS, Venezia, 1998, p302.

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Voskressensky, L. G.; Borisova, T. N.; Nsabimana, B.; Varlamov, A. V. In Abstracts of the 13th ICOS, Warsaw, 2000, p91.

66

Varlamov, A. V.; Borisova, T. N.; Voskressensky, L. G.; Nsabimana, B.; Chernyshev, A. I. Heterocycl. Commun. 2001, in press.

67

Voskressensky, L. G.; Varlamov, A. V.; Borisova, T. N. In Abstracts of the 17th ICHC, Vienna, 1999, p300.