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Transition-Metal-Free C‑Arylation at Room Temperature by Arynes

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journal contribution
posted on 03.08.2012, 00:00 by Ranjeet A. Dhokale, Pramod R. Thakare, Santosh B. Mhaske
A facile, fluoride-induced transition-metal-free chemoselective α-arylation of β-dicarbonyl compounds (malonamide esters) at room temperature using aryne intermediates has been demonstrated. Selective mono- or diarylation and generation of a quaternary benzylic stereocenter have also been achieved. The methodology will be highly useful for the synthesis of a library of CNS depressant barbiturate drugs like Phenobarbital.

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