Organic Chemistry - Accessing Highly Functionalized Cyclopentanoids via Cascade Palladation Approach: Unprecedented Benzylic C-H Activation towards Cyclopentenoindanes 

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Accessing Highly Functionalized Cyclopentanoids via Cascade Palladation Approach: Unprecedented Benzylic C-H Activation towards Cyclopentenoindanes

P. V. Santhini, A. S. Smrithy, C. P. Irfana, S. Varughese, Jubi John* and K. V., Radhakrishnan*

A Pd-catalyzed synthesis of 3,4,5-trisubstituted cyclopentenes from diazabicyclic olefins and o-iodobenzoates has been developed. The hitherto unknown cascade process involves three stages: carbopalladation, oxypalladation and a Tsuji–Trost reaction. We have also developed a facile route involving a novel benzylic C–H activation towards cyclopentenoindane moieties.

Chemical Communications, 2018, 54, 2982-2985

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