Pd(II)-Catalyzed meta-C-H Olefination, Arylation, and Acetoxylation of Indolines Using a U-Shaped Template

被引：283

作者：

Yang, Guoqiang ^{[1
]}

Lindovska, Petra ^{[2
]}

Zhu, Dajian ^{[1
]}

Kim, Justin ^{[2
]}

Wang, Peng ^{[1
]}

Tang, Ri-Yuan ^{[1
]}

Movassaghi, Mohammad ^{[2
]}

Yu, Jin-Quan ^{[1
]}

机构：

[1] Scripps Res Inst, Dept Chem, La Jolla, CA 92037 USA

[2] MIT, Dept Chem, Cambridge, MA 02139 USA

来源：

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2014年 / 136卷 / 30期

基金：

美国国家科学基金会;

关键词：

TETRAHYDRO-BETA-CARBOLINES; ELECTRON-DEFICIENT ARENES; BOND ALKYLATION; ALKALOIDS; ACTIVATION; FUNCTIONALIZATION; ALKENYLATION; CONFORMATION; ALKYNES; PLANTS;

D O I：

10.1021/ja505737x

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

meta-C-H olefination, arylation, and acetoxylation of indolines have been developed using nitrile-containing templates. The combination of a monoprotected amino acid ligand and the nitrile template attached at the indolinyl nitrogen via a sulfonamide linkage is crucial for the meta-selective C-H fiunctionalization of electron-rich indolines that are otherwise highly reactive toward electrophilic palladation at the para-positions. A wide range of synthetically important and advanced indoline analogues are selectively functionalized at the meta-positions.

引用

收藏

页码：10807 / 10813

页数：7

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