Metal-free visible-light-promoted intermolecular [2+2]-cycloaddition of 3-ylideneoxindoles

被引：23

作者：

Wu, Ling-Ling ^{[1
]}

Yang, Gao H. ^{[2
,3
]}

Guan, Zhi ^{[1
]}

He, Yan-Hong ^{[1
]}

机构：

[1] Southwest Univ, Sch Chem & Chem Engn, Key Lab Appl Chem Chongqing Municipal, Chongqing 400715, Peoples R China

[2] Coll St Benedict, Dept Chem, Collegeville, MN 56374 USA

[3] St Johns Univ, Collegeville, MN 56374 USA

来源：

TETRAHEDRON | 2017年 / 73卷 / 14期

基金：

中国国家自然科学基金;

关键词：

Visible light; Rose Bengal; 3-ylideneoxindoles; 2+2]-cycloaddition; Spirocyclic oxindoles; PHOTOREDOX CATALYSIS; SPIROCYCLIC OXINDOLE; SINGLET OXYGEN; 2+2 PHOTOCYCLOADDITION; GREEN PHOTOCHEMISTRY; PHOTOCATALYSIS; CYCLOADDITIONS; CONSTRUCTION; CHEMISTRY; FUNCTIONALIZATION;

D O I：

10.1016/j.tet.2017.02.035

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The Rose Bengal sensitized intermolecular [2 + 2]-cycloaddition of 3-ylideneoxindoles for the synthesis of spirocyclic oxindoles was developed successfully under visible light irradiation conditions. The cycloaddition products were obtained in good yields (up to 93%) with excellent diastereoselectivity and regioselectivity by using a low loading of Rose Bengal (0.125 mol%) as a triplet sensitizer. This work demonstrates the potential benefits of Rose Bengal in visible light catalysis. (C) 2017 Elsevier Ltd. All rights reserved.

引用

页码：1854 / 1860

页数：7

共 101 条

[1] Green chemistry and photochemistry were born at the same time [J].