Rh(III)-Catalyzed, <i>N</i> -Amino-Directed C–H Coupling with α-Cyano-α-Diazoesters for the Synthesis of 3-Aminocinnoline-4-Carboxylates

Reactivity-propagating synthesis is proposed herein as a transformative synthetic practice, with both reactant reactivity and product inner reactivity programmed into the synthetic design and survival of product inner reactivity as the central goal. Rh(III)-catalyzed, <i>N</i>-amino-directed C-H coupling with α-cyano-α-diazoesters has been developed for the synthesis of 3-aminocinnoline-4-carboxylates. This synthetic methodology features the survival of the product inner reactivity of two heteroatom sites of nitrogen as well as amino and ester groups, allowing versatile entry into varied open-chain and ring topology structures.