Abstract

Nucleophilic substitution of a bromine atom by the azide group in aryl- and heteroaryl-α-bromoacetates triggers cascade reactions leading to imidazolin-5-ones formation. The α-azidoacetate intermediates undergo a transformation into non-isolable 2-imino esters that dimerize giving the heterocyclic imidazoline system. The process described is strongly promoted by dipolar aprotic solvents (DMF, DMSO) and could be realized under base- and metal-free conditions.

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