Visible Light Promoted Synthesis of Indoles by Single Photosensitizer under Aerobic Conditions

被引:52
作者
Liu, Wen-Qiang [1 ,2 ]
Lei, Tao [1 ,2 ]
Song, Zi-Qi [1 ,2 ]
Yang, Xiu-Long [1 ,2 ]
Wu, Cheng-Juan [1 ,2 ]
Jiang, Xin [1 ,2 ]
Chen, Bin [1 ,2 ]
Tung, Chen-Ho [1 ,2 ]
Wu, Li-Zhu [1 ,2 ]
机构
[1] Chinese Acad Sci, Tech Inst Phys & Chem, Key Lab Photochem Convers & Optoelect Mat, Beijing 100190, Peoples R China
[2] Univ Chinese Acad Sci, Beijing 100049, Peoples R China
基金
中国国家自然科学基金;
关键词
N-ARYL ENAMINES; C-H ACTIVATION; ASSISTED INTRAMOLECULAR AMINATION; DEHYDROGENATIVE COUPLING REACTION; NONREARRANGED MONOTERPENOID UNIT; CATALYZED CASCADE PROCESS; PHOTOREDOX CATALYSIS; INTERNAL ALKYNES; BOND FORMATION; METAL-FREE;
D O I
10.1021/acs.orglett.7b01367
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The construction of substituted indole skeletons is always an important concern of synthetic chemists because of its prevalent structure found in natural products and biological molecules. Here, we succeeded in preparing indoles and their derivatives from a wide variety of simple enamines via - radical cyclization only with catalytic amounts of an iridium(III) photosensitizer (PS) in DMSO solution under air atmosphere. The mechanistic investigation suggests that the reaction involves a radical course to accomplish the conversion of enamines to indoles under visible light irradiation.
引用
收藏
页码:3251 / 3254
页数:4
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