REGIO- AND STEREOSELECTIVE 1,3-DIPOLAR CYCLOADDITION OF INDENOQUINOXALINONE AZOMETHINE YLIDES TO β-NITROSTYRENES: SYNTHESIS OF SPIRO[INDENO[1,2-<i>b</i>]QUINOXALINE-11,3'-PYRROLIZIDINES] AND SPIRO[INDENO[1,2-<i>b</i>]QUINOXALINE-11,2'-PYRROLIDINES]

Authors

  • Алексей Ю. Барков
  • Николай С. Зимницкий
  • Владислав Ю. Коротаев
  • Игорь Б. Кутяшев
  • Владимир С. Мошкин
  • Вячеслав Я. Сосновских Уральский федеральный университет

DOI:

https://doi.org/10.1007/3739

Keywords:

nitrostyrenes, spiropyrrolidines, spiropyrrolizidines, stabilized azomethine ylides, 1, 3-dipolar cycloaddition

Abstract

Azomethine ylides obtained in situ from proline or sarcosine and indenoquinoxalinones reacted with nitrostyrenes upon heating in iso-propanol for 4–5 days, resulting in the formation of spiro[indeno[1,2-b]quinoxaline-11,3'-pyrrolizidines] and spiro[indeno[1,2-b]quinoxaline-11,2'-pyrrolidines] with various regiochemistry.

 

Authors: Aleksey Yu. Barkov, Nikolay S. Zimnitskiy, Vladislav Yu. Korotaev, Igor B. Kutyashev, Vladimir S. Moshkin, Vyacheslav Ya. Sosnovskikh

 

Author Biography

Вячеслав Я. Сосновских, Уральский федеральный университет

Зав. кафедрой органической химии Института естественных наук Уральского федерального университета

Downloads

Published

2017-05-02

Issue

Vol. 53 No. 4 (2017): Multicomponent reactions in the synthesis of heterocycles

Section

Original Papers