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Synlett 2005(8): 1255-1258  
DOI: 10.1055/s-2005-865243
LETTER
© Georg Thieme Verlag Stuttgart · New York

A Versatile Synthesis of 7-Azaindoles

Hartmut Schirok*
Bayer HealthCare AG, Pharma Research, 42096 Wuppertal, Germany
Fax: +49(202)364624; e-Mail: hartmut.schirok@bayerhealthcare.com;
Further Information

Publication History

Received 11 March 2005
Publication Date:
21 April 2005 (online)

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Abstract

1,3-Disubstituted 7-azaindoles were synthesized from 2,6-dichloropyridine using DoM and intramolecular aromatic ­substitution after epoxide opening by an amine. Even the sterically demanding adamantylamine may be incorporated leading to derivatives which are not accessible by alkylation of the parent compound.

Key words

azaindoles - pyridines - metalations - nucleophilic aromatic substitutions - ring closure

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