Gold-catalyzed etherification and friedel-crafts alkylation using ortho-alkynylbenzoic acid alkyl ester as an efficient alkylating agent
Gold-catalyzed etherification and friedel-crafts alkylation using ortho-alkynylbenzoic acid alkyl ester as an efficient alkylating agent
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DOI：
10.1021/ol701861d
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发表时间：
2007-10-11
期刊：
影响因子：
5.2
通讯作者：
Umetsu, Kazuteru
中科院分区：
文献类型：
--
作者：
Asao, Naoki;Aikawa, Haruo;Umetsu, Kazuteru
描述了一种金催化的醇和芳香族化合物的烷基化反应。邻炔基苯甲酸烷基酯与醇或芳族化合物的反应在催化量的Ph 3 PAuCl和AgOTf存在下在温和条件下发生，以良好至高产率产生相应的醚或Friedel-Crafts烷基化产物。该反应可能通过金诱导的离去基团的原位构建和随后的醇或芳香族化合物的亲核攻击来进行。
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.