Tetrahedron

Synthèse et réactions s rn 1 en série 3-nitroimidazo [1, 2-a] pyrimidine

C Roubaud, P Vanelle, J Maldonado, MP Crozet

Index: Roubaud, Christine; Vanelle, Patrice; Maldonado, Jose; Crozet, Michel P. Tetrahedron, 1995 , vol. 51, # 35 p. 9643 - 9656

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Citation Number: 37

Abstract

A new heterocyclic reductive alkylating agent, 2-chloromethyl-3-nitroimidazo [1, 2-a] pyrimidine, is synthesized for the first time and shown to react under phase-tranfer catalysis conditions with 2-nitropropane anion to give good yield of the C-alkylated derivative. Elimination of nitrous acid allows to obtain a new class of imidazo [1, 2-a] pyrimidine derivatives bearing a trisubstituted ethylenic bond in the 2 position. The SRN1 mechanism ...