Photoredox-Catalyzed Isatin Reactions: Access to Dibenzo-1,7-Naphthyridine Carboxylate and Tryptanthrin

被引：20

作者：

Sultan, Shaista ^{[1
]}

Gupta, Vivek ^{[1
]}

Shah, Bhahwal Ali ^{[1
]}

机构：

[1] CSIR Indian Inst Integrat Med, Nat Prod Microbes, Jammu 180001, India

来源：

CHEMPHOTOCHEM | 2017年 / 1卷 / 04期

关键词：

isatins; photocatalysis; radical reactions; tryptanthrin; umpolung; PATERNO-BUCHI REACTION; C-H FUNCTIONALIZATION; VISIBLE-LIGHT; 1,8-NAPHTHYRIDINE DERIVATIVES; CARBONYL-COMPOUNDS; ELECTRON-TRANSFER; TERMINAL ALKYNES; NADH MODEL; KETONES; DESIGN;

D O I：

10.1002/cptc.201700028

中图分类号：

O64 [物理化学（理论化学）、化学物理学];

学科分类号：

070304 ; 081704 ;

摘要：

A procedure for the synthesis of dibenzo-1,7-naphthyridine carboxylate by means of photoredox catalysis has been developed. The reaction features an umpolung reaction of the keto group at the C-3 position and entrapment of the decarbonylation- prone C-2 position of isatin. Additionally, the method is employed to showcase the chemodivergent behavior of isatins in aprotic solvents leading to the synthesis of tryptanthrin derivatives through photoredox catalysis. The reaction is demonstrated to be scalable (up to gram scale) and straightforward in terms of set up.

引用

页码：120 / 124

页数：5