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  • Pd-Catalyzed oxidative annulation of enamides with diazabicyclic olefins: rapid access to cyclopentene fused 2-pyrrolines

Pd-Catalyzed oxidative annulation of enamides with diazabicyclic olefins: rapid access to cyclopentene fused 2-pyrrolines

P. V. Santhini, G. Nimisha, Jubi John,* E. Suresh, R. Luxmi Varma, K. V. Radhakrishnan*

An efficient stereoselective route for the synthesis of cyclopentene fused 2-pyrrolines has been established via a Pd-catalyzed C–H activation/oxidative coupling of aryl enamides with diazabicyclic olefins. The proposed two-stage mechanism was successfully proven by isolating the intermediate trans-disubstituted cyclopentene.

Chemical Communications, 2017, 53, 1848-1851.

Pictorial Abstract

A catalytic tandem transformation via C-H activation of enamides for the stereoselective synthesis of cyclopentene fused 2-pyrrolines has been realized.