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Approach to 5-substituted 6,7,8,9-tetrahydro-5H-pyrido[3,2-c]azepines
Authors:Andrii I. Subota  Oleksiy S. Artamonov  Alina Gorlova  Dmitriy M. Volochnyuk  Oleksandr O. Grygorenko
Affiliation:1. Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Murmanska Street 5, Kyiv 02660, Ukraine;2. National Taras Shevchenko University of Kyiv, Volodymyrska Street, 64, Kyiv 01601, Ukraine
Abstract:
An approach to 5-substituted 6,7,8,9-tetrahydro-5H-pyrido[3,2-c]azepines via the cyclization of 1-(2-(3-azidopropyl)pyridin-3-yl)alkanones under Staudinger–aza-Wittig reaction conditions is described. The overall reaction sequence includes eight steps and allows for the preparation of gram quantities of the title products. In some cases, the formation of 5,7,8,9-tetrahydrooxepino[4,3-b]pyridine derivatives was observed.
Keywords:Nitrogen heterocycles  Fused azepanes  Pyridine  Aza-Wittig reaction  Lead-oriented synthesis
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