Preparation of 2,3-Disubstituted 5-Bromo-1H-pyrrolo[2,3-b]pyridine Framework by Fischer Cyclization

Roman S. Alekseyev; Sabina R. Amirova; Vladimir I. Terenin

doi:10.1055/s-0034-1381040

Synthesis, Table of Contents

Synthesis 2015; 47(20): 3169-3178
DOI: 10.1055/s-0034-1381040

paper

Preparation of 2,3-Disubstituted 5-Bromo-1H-pyrrolo[2,3-b]pyridine Framework by Fischer Cyclization

Roman S. Alekseyev*

^aM. V. Lomonosov Moscow State University, Chemistry Department, Leninskiye Gory 1/3, 119991 Moscow, Russian Federation Email: alros@hotmail.ru

,

Sabina R. Amirova

^bM. V. Lomonosov Moscow State University, Baku Branch, 1 Universitetskaya St., Khojasan, Binagadi, AZ 1144 Baku, Azerbaijan

,

Vladimir I. Terenin

^aM. V. Lomonosov Moscow State University, Chemistry Department, Leninskiye Gory 1/3, 119991 Moscow, Russian Federation Email: alros@hotmail.ru

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Abstract

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Abstract

A simple synthesis of some hard-to-reach heterocycles containing 2,3-disubstituted 5-bromo-1H-pyrrolo[2,3-b]pyridine framework by Fisсher indole cyclization in polyphosphoric acid has been developed. A particularly valuable feature of this synthetic route is the possibility to build a 5-bromo-7-azaindole scaffold with alkyl or aryl substituents at positions 2 and 3 from available starting materials.

Key words

heterocycles - fused-ring systems - pyridines - pyrroles - cyclization - hydrazones

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References

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