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Indium-mediated vic-diallylation/propargylation of phenacyl bromides: a facile synthesis of 4-arylocta-1,7-dien-4-ol derivatives
Authors:JS Yadav  BV Subba Reddy  Swapan Kumar Biswas  Sandip Sengupta  P Vishnumurthy
Institution:Division of Organic Chemistry, Indian Institute of Chemical Technology, Hyderabad 500 007, India
Abstract:Phenacyl bromides undergo smooth vic-diallylation and dipropargylation with allyl and propargyl indium reagents generated in situ from metallic indium and allyl or propargyl bromide to produce 4-arylocta-1,7-dien-4-ol derivatives in good yields. Phenacyl chloride and azide also participated effectively in bis-allylation. Similar results are also obtained from in situ generated allyl or propargyl zinc bromide.
Keywords:Indium metal  Phenacyl bromide  vic-diallylation/propargylation  C-C bond formation
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