Ir(III)-Catalyzed C7-Position-Selective Oxidative CH Alkenylation of Indolines with Alkenes in Air

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...

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Published inChemistry, an Asian journal Vol. 9; no. 5; p. 1257
Main Authors Pan, Shiguang, Wakaki, Takayuki, Ryu, Naoto, Shibata, Takanori
Format Journal Article
LanguageEnglish
Published Weinheim Wiley Subscription Services, Inc 01.05.2014
Subjects
Chemistry
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Summary: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. [PUBLICATION ABSTRACT]
ISSN:1861-4728
1861-471X
DOI:10.1002/asia.201301733