(AZA)INDOLIZINES AND ETHYL PROPIOLATE: [8+2] AND [1,10] CYCLIZATIONS

Authors

  • Eugene V. Babaev Lomonosov Moscow State University, 1 Leninskie Gory, Moscow 119991
  • Ivan A. Shadrin Lomonosov Moscow State University, 1 Leninskie Gory, Moscow 119991
  • Victor B. Rybakov Lomonosov Moscow State University, 1 Leninskie Gory, Moscow 119991

DOI:

https://doi.org/10.1007/4509

Keywords:

[8 2] cycloaddition, indolizine, imidazo[1, 2-a]pyridine, Sonogashira reaction

Abstract

(Aza)indolizines reacted with ethyl propiolate regioselectively forming (aza)[2.2.3]cyclazines. The Sonogashira reaction of 5-iodo(aza)indolizines and acetylenes led to 5-ethynyl(aza)indolizines. In the case of indolizine derivative the by-product was ethynylcyclazine. The structures of [2.2.3]cyclazines were proved by X-ray structural analysis.

Author Biography

Eugene V. Babaev, Lomonosov Moscow State University, 1 Leninskie Gory, Moscow 119991

Prof.

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Published

2018-05-16

Issue

Vol. 54 No. 3 (2018): Metal-catalyzed synthesis of heterocycles

Section

Original Papers