Copper-Catalyzed Radical Cascade Cyclization To Access 3-Sulfonated Indenones with the AIE Phenomenon

被引：76

作者：

Sun, Kai ^{[1
]}

Chen, Xiao-Lan ^{[1
,2
]}

Li, Shi-Jun ^{[1
]}

Wei, Dong-Hui ^{[1
]}

Liu, Xiao-Ceng ^{[1
]}

Zhang, Yin-Li ^{[1
]}

Liu, Yan ^{[1
,3
]}

Fan, Lu-Lu ^{[1
]}

Qu, Ling-Bo ^{[1
]}

Yu, Bing ^{[1
]}

Li, Kai ^{[1
]}

Sun, Yuan-Qiang ^{[1
]}

Zhao, Yu-Fen ^{[1
,2
]}

机构：

[1] Zhengzhou Univ, Coll Chem & Mol Engn, Zhengzhou 450001, Henan, Peoples R China

[2] Xiamen Univ, Key Lab Chem Biol Fujian Prov, Xiamen 361005, Peoples R China

[3] Xinyang Agr & Forestry Univ, Coll Biol & Pharmaceut Engn, Xinyang 464000, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2018年 / 83卷 / 23期

基金：

中国国家自然科学基金; 中国博士后科学基金;

关键词：

AGGREGATION-INDUCED EMISSION; UNSYMMETRICAL NONSTEROIDAL LIGANDS; MEOTF-INDUCED CARBOANNULATION; ONE-POT SYNTHESIS; C-H; PHOTOCHEMICAL TRANSFORMATION; MEDIATED SULFONYLATION; BINDING ORIENTATION; EFFICIENT SYNTHESIS; TANDEM CYCLIZATION;

D O I：

10.1021/acs.joc.8b02175

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient copper-catalyzed radical cascade cyclization strategy was developed, by which a wide variety of 3-sulfonyl substituted indenones were prepared in one pot via reaction of 2-alkynylbenzonitriles with sulfonyl hydrazides in the presence of TBHP and CuI under mild reaction conditions. Much more importantly, the 3-sulfonyl indenones, synthesized through our newly developed copper-catalyzed radical cascade cyclization strategy, were found to own typical aggregation induced emission (ME) properties, showing orange to red emission with large Stokes shift (more than 135 nm). In addition, such newly found AlEgens could be successfully used in live cell imaging, exhibiting excellent biocompatibility and application potential.

引用

页码：14419 / 14430

页数：12

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