Ir(III)‐Catalyzed C7‐Position‐Selective Oxidative CH Alkenylation of Indolines with Alkenes in Air

Chemistry - An Asian Journal - Tập 9 Số 5 - Trang 1257-1260 - 2014
Shiguang Pan1, Takayuki Wakaki1, Naoto Ryu1, Takanori Shibata1,2
1Department of Chemistry and Biochemistry, Waseda University, Shinjuku, Tokyo 169-8555 (Japan), Fax: (+81) 3-5286-8098
2Japan Science and Technology Agency (JST), 4-1-8 Honcho, Kawaguchi, Saitama 332-0012, Japan

Tóm tắt

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.

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