Visible-Light-Initiated Cascade Reaction of 2-Isothiocyanatonaphthalenes and Amines under Additive- and External Photocatalyst-Free and Mild Conditions

被引：12

作者：

Bao, Wen-Hu ^{[1
]}

Wang, Zheng ^{[1
]}

Cao, Zhong ^{[2
]}

Wang, Xin-Chang ^{[1
]}

Ma, Xin-Ran ^{[1
]}

Yu, Xian-Yong ^{[3
]}

He, Wei-Min ^{[1
]}

机构：

[1] Hunan Univ Sci & Engn, Dept Chem, Yongzhou 425100, Peoples R China

[2] Changsha Univ Sci & Technol, Hunan Prov Key Lab Mat Protect Elect Power & Tran, Changsha 410114, Peoples R China

[3] Hunan Univ Sci & Technol, Sch Chem & Chem Engn, Xiangtan 411201, Peoples R China

来源：

ADVANCED SYNTHESIS & CATALYSIS | 2021年 / 363卷 / 03期

关键词：

photocatalyst-free; radical cascade reaction; visible-light; metal-free; photocatalysis; METAL-FREE SYNTHESIS; QUINOLINE N-OXIDES; BOND FORMATION; 2-AMINOBENZOTHIAZOLES; AMBIENT; TRIFLUOROMETHYLATION; THIOCYANATION; ALCOHOLS; STRATEGY; CF3SO2NA;

D O I：

10.1002/adsc.202001002

中图分类号：

O69 [应用化学];

学科分类号：

081704 ;

摘要：

A simple and efficient visible-light-initiated cascade reaction of 2-isothiocyanatonaphthalenes and amines with ambient dioxygen as the sole oxidant under additive-, external photocatalyst-free and ambient conditions was developed. 38 Examples of N-substituted naphtho[2,1-d]thiazol-2-amines were regioselectively constructed in good to excellent yields.

引用

页码：757 / 761

页数：5

共 45 条

[21] Metal-Free C3 Hydroxylation of Quinoxalin-2(1H)-ones in Water [J].

Peng, Sha ;

Hu, Die ;

Hu, Jia-Li ;

Lin, Ying-Wu ;

Tang, Shan-Shan ;

Tang, Hai-Shan ;

He, Jun-Yi ;

Cao, Zhong ;

He, Wei-Min .

ADVANCED SYNTHESIS & CATALYSIS, 2019, 361 (24) :5721-5726

[22] Naphtho[1,2-d]thiazol-2-ylamine (SKA-31), a New Activator of KCa2 and KCa3.1 Potassium Channels, Potentiates the Endothelium-Derived Hyperpolarizing Factor Response and Lowers Blood Pressure [J].

Sankaranarayanan, Ananthakrishnan ;

Raman, Girija ;

Busch, Christoph ;

Schultz, Tim ;

Zimin, Pavel I. ;

Hoyer, Joachim ;

Koehler, Ralf ;

Wulff, Heike .

MOLECULAR PHARMACOLOGY, 2009, 75 (02) :281-295

[23] Ruthenium Catalyzed Intramolecular C-S Coupling Reactions: Synthetic Scope and Mechanistic Insight [J].

Sharma, Shivani ;

Pathare, Ramdas S. ;

Maurya, Antim K. ;

Gopal, Kandasamy ;

Roy, Tapta Kanchan ;

Sawant, Devesh M. ;

Pardasani, Ram T. .

ORGANIC LETTERS, 2016, 18 (03) :356-359

[24] Divergent g-C3N4-catalyzed Reactions of Quinoxalin-2(1H)-ones with N-Aryl Glycines under Visible Light: Solvent-Controlled Hydroaminomethylation and Annulation [J].

Si, Ya-Feng ;

Chen, Xiao-Lan ;

Fu, Xiao-Yang ;

Sun, Kai ;

Song, Xiaojie ;

Qu, Ling-Bo ;

Yu, Bing .

ACS SUSTAINABLE CHEMISTRY & ENGINEERING, 2020, 8 (29) :10740-10746

[25] Photochemical synthesis of acetals utilizing Schreiner's thiourea as the catalyst [J].

Spiliopoulou, Nikoleta ;

Nikitas, Nikolaos F. ;

Kokotos, Christoforos G. .

GREEN CHEMISTRY, 2020, 22 (11) :3539-3545

[26] A Novel System for the Synthesis of 2-Aminobenzthiazoles using Sodium Dichloroiodate [J].

Telvekar, Vikas N. ;

Bachhav, Harshal M. ;

Bairwa, Vinod Kumar .

SYNLETT, 2012, (15) :2219-2222

[27] Visible-light induced decarboxylative C2-alkylation of benzothiazoles with carboxylic acids under metal-free conditions [J].

Wang, Bin ;

Li, Pinhua ;

Miao, Tao ;

Zou, Long ;

Wang, Lei .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2019, 17 (01) :115-121

[28]

Wang HB, 2012, CHEM COMMUN, V48, P76, DOI [10.3901/JME.2012.23.076, 10.1039/c1cc16184a]

[29] Metal-free visible-light-induced oxidative cyclization reaction of 1,6-enynes and arylsulfinic acids leading to sulfonylated benzofurans [J].

Wang, Leilei ;

Zhang, Min ;

Zhang, Yulong ;

Liu, Qishun ;

Zhao, Xiaohui ;

Li, Jiang-Sheng ;

Luo, Zidan ;

Wei, Wei .

CHINESE CHEMICAL LETTERS, 2020, 31 (01) :67-70

[30] Electrochemical intramolecular dehydrogenative C-S bond formation for the synthesis of benzothiazoles [J].

Wang, Pan ;

Tang, Shan ;

Lei, Aiwen .

GREEN CHEMISTRY, 2017, 19 (09) :2092-2095

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