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. 2006 Nov 23;8(24):5581-4.
doi: 10.1021/ol0622918.

Carbocyclization of aromatic iodides, bicyclic alkenes, and benzynes involving a palladium-catalyzed C-H bond activation as a key step

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Carbocyclization of aromatic iodides, bicyclic alkenes, and benzynes involving a palladium-catalyzed C-H bond activation as a key step

Sivakolundu Bhuvaneswari et al. Org Lett. .

Abstract

A facile palladium-catalyzed carbocyclization reaction of aromatic iodides, bicyclic alkenes (norbornadiene, norbornene and oxabenzonorbornadiene), and benzynes to furnish various annulated 9,10-dihydrophenanthrene derivatives is described. The carbocyclization products from oxabenzonorbornadiene were further converted to polyaromatic hydrocarbons via a Lewis acid mediated deoxyaromatization reaction. [reaction: see text].

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