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. 2014 May;9(5):1257-60.
doi: 10.1002/asia.201301733. Epub 2014 Mar 3.

Ir(III)-catalyzed C7-position-selective oxidative C-H alkenylation of indolines with alkenes in air

Shiguang Pan  1 , Takayuki Wakaki, Naoto Ryu, Takanori Shibata
Affiliations

Ir(III)-catalyzed C7-position-selective oxidative C-H alkenylation of indolines with alkenes in air

Shiguang Pan et al. Chem Asian J. 2014 May.

Abstract

An efficient method for C7-position-selective alkenylation of N-substituted indolines with alkenes is reported. Various 7-alkenylindolines were obtained in moderate to excellent yields in air in the presence of catalytic amounts of [Cp*IrCl2]2, AgOTf, and Cu(OAc)2. The protocol relies on the use of a carbonyl or carbamoyl group on the nitrogen atom of indoline as a directing group and is potentially applicable to the synthesis of 7-alkenylindoles and 7-alkylindoles.

Keywords: C-H activation; alkenes; alkenylation; indoline; iridium.

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