Yu Ying, Liebeskind Lanny S
Emory University, Department of Chemistry, 1515 Dickey Drive, Atlanta, Georgia 30322, USA.
J Org Chem. 2004 May 14;69(10):3554-7. doi: 10.1021/jo049964p.
Thiol esters and B-alkyl-9-BBN derivatives couple in the presence of a copper(I) carboxylate mediator and a palladium catalyst. In contrast to copper-mediated, palladium-catalyzed cross-couplings of thioorganics with boronic acids, the current coupling reaction of 9-BBN derivatives is facilitated by the addition of a base such as Cs(2)CO(3). Under optimized conditions, a variety of thiol esters react with different B-alkyl-9-BBN derivatives giving ketones in moderate to excellent yields.
硫醇酯与β-烷基-9-硼双环壬烷衍生物在羧酸亚铜（I）介导剂和钯催化剂存在下发生偶联反应。与铜介导、钯催化的硫代有机物与硼酸的交叉偶联反应不同，9-硼双环壬烷衍生物的当前偶联反应通过添加碱（如碳酸铯）得以促进。在优化条件下，多种硫醇酯与不同的β-烷基-9-硼双环壬烷衍生物反应，以中等至优异的产率生成酮类化合物。
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