Journal of heterocyclic chemistry

A convenient synthesis of 8??substituted indolizines as precursors to 5??substituted cycl {3.2. 2} azine derivatives

JO Smith, BK Mandal

Index: Smith, Jonathan O.; Mandal, Braja K. Journal of Heterocyclic Chemistry, 1997 , vol. 34, # 5 p. 1441 - 1446

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Citation Number: 12

Abstract

Abstract The synthesis of 8-substituted indolizines is described via a two step process in which a 1, 4-diketone, containing a rerf-butyl group, is cyclocondensed with a trialkylsilyl protected pyrrole to provide 5, 8-disubstituted indolizines in higher yields than the identical reaction with unprotected pyrrole. Cleavage of the tert-butyl group from the indolizine 5- position, by treatment with 85% phosphoric acid, provides 8-substituted indolizines in ...