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

Алексей Ю. Барков, Николай С. Зимницкий, Владислав Ю. Коротаев, Игорь Б. Кутяшев, Владимир С. Мошкин, Вячеслав Я. Сосновских
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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

 


Keywords


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

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