Metal Free C–H Functionalization Enabled Diastereoselective Multicomponent Reaction of N‑Heterocycles to Fused Heteropolycycles

A novel C–H functionalization enabled multicomponent reaction involving N-heterocycles, dinucleophile, and dipolarophile has been developed. Direct α- and more challenging β-C­(sp3)–H functionalization of aliphatic N-heterocycles was achieved without the use of metallic reagents and oxidants under either conventional or microwave aided heating conditions. In a single operation, up to five carbon–carbon and carbon–heteroatom bonds are formed in a highly diastereoselective manner, providing the expeditious access to the complex heteropolycycles.