Trifluoroacetic acid mediated nucleophilic substitution / Smiles rearrangement cascade reaction: An alternative approach to constructing pyrrole-fused dihydropteridines

摘要

A trifluoroacetic acid mediated cascade reaction involving nucleophilic substitution and Smiles rearrangement is described. The reaction of hydroxydihydrodiazepines with primary amines led to amino-substituted dihydrodiazepines, which readily underwent Smiles rearrangement to give pyrrolo[1,2-f]pteridine derivatives.