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  • Title: Gold-catalyzed etherification and Friedel-Crafts alkylation using ortho-alkynylbenzoic acid alkyl ester as an efficient alkylating agent.
    Author: Asao N, Aikawa H, Tago S, Umetsu K.
    Journal: Org Lett; 2007 Oct 11; 9(21):4299-302. PubMed ID: 17880231.
    Abstract:
    A gold-catalyzed alkylation of alcohols and aromatic compounds is described. The reaction of ortho-alkynylbenzoic acid alkyl esters with alcohols or aromatic compounds occurs in the presence of catalytic amounts of Ph3PAuCl and AgOTf under mild conditions to produce corresponding ethers or Friedel-Crafts alkylation products in good to high yields. The reaction likely proceeds through the gold-induced in situ construction of leaving groups and subsequent nucleophilic attack of alcohols or aromatic compounds.
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