NH4I-CATALYZED FORMAL [4+2] CYCLOADDITION OF α,β-UNSATURATED O-ACETYL OXIME WITH ALKYL PYRUVATE FOR RAPID SUBSTITUTED PYRIDINE FORMATION

A facile synthetic method to substituted pyridines has been developed via the NH4I-catalyzed [4+2] cycloaddition of readily available oxime acetates with alkyl pyruvate. This process involves N-O bond cleavages and C-C bond formations to furnish substituted pyridines under redox-neutral conditions. The reaction features mild conditions and high functional-groups compatibility.

Automated summary

A facile method for the synthesis of substituted pyridines has been developed by NH4I-catalyzed cycloaddition of oxime acetates and alkyl pyruvate. The reaction proceeds through N-O bond cleavage and C-C bond formation, and shows mild conditions and high functional group compatibility.