Synlett

A practical parallel synthesis of 2-substituted indolizines

W Chai, A Kwok, V Wong, NI Carruthers, J Wu

Index: Chai, Wenying; Kwok, Annette; Wong, Victoria; Carruthers, Nicholas I.; Wu, Jiejun Synlett, 2003 , # 13 p. 2086 - 2088

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Citation Number: 20

Abstract

Among the available methods the Tschitschibabin (or Chichibabin) indolizine synthesis [1] [4] is widely used whereby a 2-substituted pyridine is quaternized with an α-halocarbonyl compound followed by cyclization of the quaternary salt. This procedure can proceed with or without isolation of the intermediate pyridinium salt and in the absence or presence of a base (eg NaHCO 3 , K 2 CO 3 , Et 3 N). The reaction tolerates a wide range of solvents including, alcohols, ...