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Palladium/NBE-Catalyzed Regioselective C–H Silylation: Access to Divergent Silicon-Containing Indoles

Wenguang Li, Wenguang Li, Man Cao, Chunyan Zhang, Shukui Shi, Juan Liu, Wentao Li, Wentao Li, Xu Zhang, Yongqi Yu, Ting Li

2024Organic Letters17 citationsDOI

Abstract

A palladium/norbornene (NBE)-catalyzed regioselective C–H silylation of free NH-indoles is reported. This protocol uses Pd(OAc) 2 as the catalyst and Cu(OAc) 2 as the oxidant, and the reaction relies on the control of NBE as a switch. The reaction tolerates various functional groups, and a series of silicon-containing indoles were directly synthesized in 30%–94% yields.

Topics & Concepts

RegioselectivitySilylationChemistryPalladiumCatalysisNorborneneSiliconCombinatorial chemistryMedicinal chemistryOrganic chemistryPolymerizationPolymerCatalytic C–H Functionalization MethodsCatalytic Cross-Coupling ReactionsSulfur-Based Synthesis Techniques
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