title: Transition-metal-free C-arylation at room temperature by arynes.
abstract: 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.
authors: National Chemical Laboratory (CSIR-NCL), Division of Organic Chemistry, Pune 411008, India.
authors: Ranjeet A
authors: RA
authors: Dhokale
authors: Pramod R
authors: PR
authors: Thakare
authors: Santosh B
authors: SB
authors: Mhaske
mesh_terms: D000480:Alkynes / Q000737:chemistry*; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D004952:Esters; D006841:Hydrocarbons, Aromatic / Q000138:chemical synthesis / Q000737:chemistry; D007659:Ketones / Q000138:chemical synthesis / Q000737:chemistry; D008314:Malonates / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism; D013696:Temperature; D028561:Transition Elements
chemical_list: D000480:Alkynes; D004952:Esters; D006841:Hydrocarbons, Aromatic; D007659:Ketones; D008314:Malonates; D028561:Transition Elements; C008314:malonamide