Tetrahedron

Alkylation of an imidazolidine enaminoester: A new sequence for the C α-alkylation of 4, 5-dihydroimidazoles

RCF Jones, P Patel, SC Hirst, I Turner

Index: Jones, Raymond C. F.; Patel, Pravin; Hirst, Simon C.; Turner, Ian Tetrahedron, 1997 , vol. 53, # 34 p. 11781 - 11790

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Citation Number: 32

Abstract

1-Benzyl-2-(ethoxycarbonylmethylene)-2, 3, 4, 5-tetrahydroimidazole undergoes preferred C- alkylation with halogenoalkanes, dihalogenoalkanes and epoxides; subsequent removal of of the ethoxycarbonyl group provides a new route to 2-alkyl-4, 5-dihydroimidazoles. 1, 3- Dihalogenoalkanes afford imidazo [1, 2-a] pyridines viaC, N-dialkylation.