Indium-mediated allylation/propargylation of α-diazoketones: a facile synthesis of 1-bromo-2-alkyl- or 2-arylpent-4-en-2-ols |
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| Authors: | JS Yadav BV Subba Reddy P Vishnumurthy Swapan Kr Biswas |
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| Institution: | Division of Organic Chemistry, Indian Institute of Chemical Technology, Hyderabad 500 007, India |
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| Abstract: | α-Diazoketones undergo smooth allylation with successive bromide insertion with allylindium bromide generated in situ from allyl bromide and indium metal to produce 1-bromo-2-alkyl- or 2-arylpent-4-en-2-ols in high yields. Addition of propargylindium bromide produces 1-bromo-2-alkyl-or 2-arylpent-4-yn-2-ols under similar conditions. |
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| Keywords: | Indium metal α-Diazoketones Bromo-insertion Allylation/propargylation |
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