A palladium/norbornene (NBE)-catalyzed regioselective C-H silylation of free NH-indoles is reported. This protocol uses Pd(OAc) as the catalyst and Cu(OAc) 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.

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http://dx.doi.org/10.1021/acs.orglett.3c04109DOI Listing

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