Pd-Catalyzed oxidative annulation of enamides with diazabicyclic olefins: rapid access to cyclopentene fused 2-pyrrolinesElectronic supplementary information (ESI) available. CCDC 1511893 and 1511896. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c6cc08753a

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...

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Main Authors: Santhini, P. V, Nimisha, G, John, Jubi, Suresh, E, Varma, R. Luxmi, Radhakrishnan, K. V
Format: Article
Language:English
Online Access:Get full text
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Summary: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. A catalytic tandem transformation via C-H activation of enamides for the stereoselective synthesis of cyclopentene fused 2-pyrrolines has been realized.
ISSN:1359-7345
1364-548X
DOI:10.1039/c6cc08753a