Visible Light-Mediated C2-Quaternarization of N-Alkyl Indoles through Oxidative Dearomatization using Ir(III) Catalyst

被引：13

作者：

Shukla, Gaurav ^{[1
]}

Dahiya, Anjali ^{[1
]}

Alam, Tipu ^{[1
]}

Patel, Bhisma K. ^{[1
]}

机构：

[1] Indian Inst Technol Guwahati, Dept Chem, Gauhati 781039, Assam, India

来源：

ASIAN JOURNAL OF ORGANIC CHEMISTRY | 2019年 / 8卷 / 12期

关键词：

C2 quaternary indolinone; iridium catalyst; photocatalysis; oxidative dearomatization; C-H ACTIVATION; PHOTOREDOX CATALYSIS; CARBOXYLIC-ACIDS; RADICAL CYCLIZATION; AEROBIC OXYGENATION; ROOM-TEMPERATURE; FACILE SYNTHESIS; BOND FORMATION; ACCESS; PHOTOCATALYSIS;

D O I：

10.1002/ajoc.201900604

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In the presence of [Ir(dtbbpy)(ppy)(2)]PF6 photocatalyst and white LEDs, one-third of N-alkylated indoles undergo oxidative dearomatization and serves twice as the C2-electrophilic partner. The remaining two-third act as the C3-nucleophile, prompting two sequential electrophilic substitutions with the insitu generated C2-electrophile that leads to C2-quaternary indolinones at room temperature.

引用

页码：2243 / 2248

页数：6

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