Palladium-Catalyzed Carbo-Aminative Cyclization of 1,6-Enynes: Access to Napthyridinone Derivatives

1,6-Enynes have recently stimulated enormous attention toward paving the way to unique cascade cyclizations offering complex cyclic motifs from linear substrates. We describe herein a general approach to napthyridinones via the Pd-catalyzed annulation of 1,6-enynes with 2-iodoanilines. This protocol represents a rare carbo-aminative annulative cyclization via the 6-endo-trig mode, subduing the well-documented exo-trig/dig cyclizations. The regioselective aryl palladation of alkyne followed by Heck-type intramolecular this cascade.

Automated summary

This article presents a general approach to the synthesis of napthyridinones through the Pd-catalyzed annulation of 1,6-enynes with 2-iodoanilines. The protocol involves a rare carbo-aminative cyclization via the 6-endo-trig mode, and overcomes the commonly observed exo-trig/dig cyclizations. The regioselective aryl palladation of alkyne followed by intramolecular Heck-type reaction enables the cascade synthesis.