Tetrahedron

Radical cyclisation onto imidazoles and benzimidazoles

F Aldabbagh, WR Bowman

Index: Aldabbagh, Fawaz; Bowman, W. Russell Tetrahedron, 1999 , vol. 55, # 13 p. 4109 - 4122

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Citation Number: 67

Abstract

New synthetic methodology has been developed for the synthesis of [1, 2-a] fused imidazoles and benzimidazoles using intramolecular homolytic aromatic substitution. In the intramolecular substitution, N-(ω-alkyl) radicals are generated using Bu3SnH from N-(ω- phenylselanyl) alkyl side chains. Phenylselanyl groups are used as radical leaving groups to avoid problems in the N-alkylation of imidazoles and benzimidazoles. Arylsulfones for ...