o-Alkynylaryl 2-Cyanoacrylates: A Synthon for the Construction of Diverse Isoquinolones/Napthyridinones

o-Alkynylaryl 2-cyanoacrylates have been disclosed as a new synthon for the regioselective synthesis of isoquinolones and naphthyridinones under mild reaction conditions. The attractive feature of this investigation includes carbon-carbon double bond cleavage under metal-free conditions by an intramolecular S_N2 reaction. Incorporating two distinct C-I bonds in the resulting products provides facile opportunity for structural elaboration. The viability of the present protocol was unveiled by postfunctionalization with drug analogues and gram-scale synthesis.