Preparation of 3??(2H??pyran??2??on??6??yl) indolizines and the diels??alder reactions with some olefinic and acetylenic dienophiles

T Shimo, M Ohe, K Somekawa…

Index: Shimo, Tetsuro; Ohe, Masayuki; Somekawa, Kenichi; Tsuge, Otohiko Journal of Heterocyclic Chemistry, 1991 , vol. 28, # 8 p. 1831 - 1833

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Citation Number: 5

Abstract

Abstract 3-(2H-Pyran-2-on-6-yl) indolizines 6a-d were prepared by 1, 3-dipolar cycloaddition reactions of N-(2H-pyran-2-on-6-yl) methylpyridinium bromides 5a, b with dimethyl acetylenedicarboxylate (DMAD). All of the cycloaddition reactions of 6b with N- phenylmaleimide, p-benzoquinone, and DMAD took place at the 2-pyrone ring to give 3- substituted indolizines.