A rhodium-catalysed Sonogashira-type coupling exploiting C-S functionalisation: orthogonality with palladium-catalysed variants
A rhodium-catalysed Sonogashira-type coupling exploiting C-S functionalisation: orthogonality with palladium-catalysed variants
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DOI：
10.1039/c9cc00092e
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发表时间：
2019-03-07
影响因子：
4.9
通讯作者：
Willis, Michael C.
中科院分区：
文献类型：
--
作者：
Arambasic, Milan;Majhail, Manjeet K.;Willis, Michael C.
该报告涉及芳基甲基硫醚和末端炔烃的高效 Sonogashira 型偶联的开发，以生成芳基炔烃基序。传统 Pd 催化剂和使用的 Rh 催化剂之间的正交反应性导致能够通过催化剂选择选择性地激活 C-S 键或 C-X 键。 Rh-双膦催化剂已进一步显示能够实现加氢酰化-Sonogashira串联顺序，并与进一步的后续反应相结合，已用于杂环和多环体系的合成。
This report concerns the development of an efficient Sonogashira-type coupling of arylmethylsulfides and terminal alkynes to generate aryl alkyne motifs. Orthogonal reactivity between traditional Pd catalysts, and the Rh catalysts employed, results in the ability to selectively activate either the C-S bond or C-X bond through catalyst choice. The Rh-bisphosphine catalyst has further been shown to be able to effect a hydroacylation-Sonogashira tandem sequence, and in combination with further onward reactions has been used in the synthesis of heterocycles and polycyclic systems.