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An Al(OTf)3-catalyzed environmentally benign process for the propargylation of indoles
Authors:Mukut GohainCharlene Marais  Barend C.B. Bezuidenhoudt
Affiliation:Department of Chemistry, University of the Free State, PO Box 339, Bloemfontein 9300, South Africa
Abstract:
Al(OTf)3 catalyzed the alkylation of indoles using secondary/tertiary propargylic alcohols to produce 3-propargylated indoles in excellent yields with high selectivity. The reactions were performed in air with commercial grade solvents, and water was the only side product of the process. The catalyst was recovered after completion of the reaction and re-used with minimum loss of activity over three cycles.
Keywords:Aluminum triflate   Indole   Nucleophilic substitution   3-Propargylated indole   Secondary/tertiary propargylic alcohols
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