… -pyridinium or-isoquinolinium ylides with ethyl 3-fluoro-3-(fluoroalkyl) acrylates to give fluoroalkyl-substituted indolizine and pyrrolo [2, 1-a] isoquinoline derivatives

W Peng, S Zhu

Index: Peng, Weimin; Zhu, Shizheng Journal of the Chemical Society. Perkin Transactions 1, 2001 , # 23 p. 3204 - 3210

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Citation Number: 35

Abstract

In the presence of base, N-benzylpyridinium and N-benzylisoquinolinium ylides generated in situ from the N-benzyl-pyridinium or-isoquinolinium bromides react with ethyl 3-fluoro-3- fluoroalkyl (except bromodifluoromethyl) acrylates to give one or two fluoroalkylated indolizine and pyrrolo [2, 1-a] isoquinoline derivatives through 1, 3-dipolar cycloaddition followed by an oxidative aromatization or 1, 3-H-shift aromatization process. While ethyl 3- ...