Merging π-Acid and Pd Catalysis: Dearomatizing Spirocyclization/Cross-Coupling Cascade Reactions of Alkyne-Tethered Aromatics
Merging π-Acid and Pd Catalysis: Dearomatizing Spirocyclization/Cross-Coupling Cascade Reactions of Alkyne-Tethered Aromatics
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DOI：
10.1021/acscatal.8b03861
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发表时间：
2019-01-01
期刊：
影响因子：
12.9
通讯作者：
Unsworth, William P.
中科院分区：
文献类型：
--
作者：
Ho, Hon Eong;Stephens, Thomas C.;Unsworth, William P.
介绍了一锅法脱芳烃螺环/交叉偶联反应的方法。机理研究支持一种过程，即原位生成的钯配合物既起到皮酸催化剂的作用，又起到交叉偶联催化剂的作用。总体而言，这促进了一种有效的级联过程，使得能够在一次操作中同时制备具有合成挑战性的四元螺环碳和四取代烯烃。
A one-pot protocol for the dearomatizing spirocyclization/cross-coupling of alkyne-tethered indoles/pyrroles is described. Mechanistic studies support a process by which palladium complexes generated in situ act as both pi acid and cross-coupling catalysts. Overall, this facilitates an efficient cascade process that enables the simultaneous preparation of synthetically challenging quaternary spirocyclic carbons and tetrasubstituted alkenes in a single operation.