Surfactant-Aided Chiral Palladium(II) Catalysis Exerted Exclusively in Water for the C-H Functionalization of Indoles

Surfactant-Aided Chiral Palladium(II) Catalysis Exerted Exclusively in Water for the C-H Functionalization of Indoles
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DOI:
10.1021/acssuschemeng.6b01519
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发表时间:
2016-11-01
影响因子:
8.4
通讯作者:
Kobayashi, Shu
Kobayashi, Shu
中科院分区:
化学1区
文献类型:
--
作者:
Kitanosono, Taku;Miyo, Masumi;Kobayashi, Shu

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在高对映选择性的条件下,表面活性剂通过C-H键功能化实现了吲哚的亲电钯化。该体系具有贵金属催化和胶束催化的双重特性。钯(II)催化剂与表面活性剂纠缠不响应通常认识的膦基配体,但响应2,2'-联吡啶L1。从这组独特的钯(II)催化剂中获得的见解证明了这种新型化学转化模式的进一步应用潜力。
The electrophilic palladation of indoles through C-H bond functionalization with the aid of surfactant was achieved in water in a highly enantioselective manner. The system displayed attractive features that are reminiscent of both precious-metal catalysis and micellar catalysis. The palladium (II) catalyst entangled with a surfactant did not respond to commonly recognized phosphine-based ligand but to 2,2'-bipyridine L1. The insights gained from this unique set of palladium(II) catalysts demonstrate the potential of further applications toward this novel mode of chemical transformation.