Copper-mediated, palladium-catalyzed coupling of thiol esters with aliphatic organoboron reagents.

Copper-mediated, palladium-catalyzed coupling of thiol esters with aliphatic organoboron reagents.
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DOI:
10.1021/jo049964p
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发表时间:
2004-04
期刊:
The Journal of organic chemistry
影响因子:
--
通讯作者:
Ying Yu;L. S. Liebeskind
Ying Yu;L. S. Liebeskind
中科院分区:
其他
文献类型:
--
作者:
Ying Yu;L. S. Liebeskind

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硫醇酯和B-烷基-9-BBN衍生物在羧酸铜(I)介体和钯催化剂的存在下偶联。与铜介导的钯催化的硫代有机物与硼酸的交叉偶联相反,9-BBN衍生物的当前偶联反应通过添加碱如Cs(2)CO(3)来促进。在优化的条件下,各种硫醇酯与不同的B-烷基-9-BBN衍生物反应,以中等至优异的产率得到酮。
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.