Synthesis of Aryl Nitriles via Aerobic Oxidative Cleavage of Aryl C=C Bonds with (NH 4 ) 2 CO 3 as the Nitrogen Source

被引：5

作者：

Zheng, Yi ^{[1
]}

Liu, Wenbo ^{[1
]}

Tian, Xinzhe ^{[1
]}

Ren, Yun-Lai ^{[1
]}

机构：

[1] Henan Agr Univ, Coll Sci, Zhengzhou 450002, Henan, Peoples R China

来源：

SYNLETT | 2022年 / 33卷 / 04期

基金：

中国国家自然科学基金;

关键词：

aromatic nitriles; arylethenes; carbon-carbon double bonds; oxidative cleavage; oxygen; ACCEPTORLESS DEHYDROGENATION; HETEROGENEOUS CATALYST; AROMATIC NITRILES; H BONDS; CYANATION; CONVERSION; ACCESS; AMINES; ACIDS; BENZONITRILES;

D O I：

10.1055/s-0041-1737761

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An aerobic oxidative method was developed for conversion of arylethenes to aromatic nitriles using (NH4)2CO3as the nitrogen source and Cu(NO3)2as the catalyst. The present method allowed a series of arylethenes to underwent oxidative cleavage of C=C bonds to give the targeted products in low to high yields. In addition, the present conditions are compatible with many groups such as alkyl, alkoxy, N,Ndimethylamino, chloro, bromo, iodo, ester, cyano group, and so on. © 2022 Georg Thieme Verlag. All rights reserved.

引用

页码：376 / 380

页数：5

共 69 条

[61] A convenient reagent for the conversion of aldoximes into nitriles and isonitriles [J].

Zhang, Wei ;

Lin, Jin-Hong ;

Zhang, Pengfei ;

Xiao, Ji-Chang .

CHEMICAL COMMUNICATIONS, 2020, 56 (46) :6221-6224

[62] DMSO-Promoted Metal-Free Aerobic Oxidation of Heterobenzylic Methylene to Prepare N-Heterocyclic Ketones [J].

Zhang, Yanyan ;

Yue, Yuanyuan ;

Wang, Xiaopei ;

Wang, Ke ;

Lou, Yixiao ;

Yao, Meihuan ;

Zhuo, Kelei ;

Lv, Qingzhang ;

Liu, Jianming .

ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2018, 7 (12) :2459-2463

[63] Pd-Catalyzed one-pot dehydroxylative coupling of phenols with K4[Fe(CN)6] mediated by SO2F2: a practical method for the direct conversion of phenols to aryl nitriles [J].

Zhao, Chuang ;

Fang, Wan-Yin ;

Rakesh, K. P. ;

Qin, Hua-Li .

ORGANIC CHEMISTRY FRONTIERS, 2018, 5 (11) :1835-1839

[64] Zn-Catalyzed Cyanation of Aryl Iodides [J].

Zhao, Lulu ;

Dong, Yanan ;

Xia, Qiangqiang ;

Bai, Jianfei ;

Li, Yuehui .

JOURNAL OF ORGANIC CHEMISTRY, 2020, 85 (10) :6471-6477

[65] Copper-Catalyzed Aerobic Oxidative Amination of Indole Derivatives via Single-Electron Transfer [J].

Zhao, Peizheng ;

Wang, Ke ;

Yue, Yuanyuan ;

Chao, Junli ;

Ye, Yaqing ;

Tang, Qinghu ;

Liu, Jianming .

CHEMCATCHEM, 2020, 12 (12) :3207-3211

[66] SO 2 F 2 -Promoted Dehydration of Aldoximes: A Rapid and Simple Access to Nitriles [J].

Zhao, Yiyong ;

Mei, Guangyao ;

Wang, Haibo ;

Zhang, Guofu ;

Ding, Chengrong .

SYNLETT, 2019, 30 (12) :1484-1488

[67] Autocatalytic Friedel-Crafts Acylation of Arenes without Additional Catalyst and Additive [J].

Zhao, Zhe ;

Tian, Xinzhe ;

Tang, Peichen ;

Ren, Yun-Lai ;

Zhao, Shuang ;

Zheng, Xianfu ;

Cheng, Xinqiang .

CHEMISTRYSELECT, 2021, 6 (08) :1772-1776

[68] Copper-Catalyzed Cleavage of Aryl C(OH)-C Bonds to Access Aryl Nitriles [J].

Zheng, Yi ;

Liu, Wenbo ;

Ren, Yun-Lai ;

Guo, Yinggang ;

Tian, Xinzhe .

CHEMISTRYSELECT, 2021, 6 (47) :13546-13550

[69] NBS mediated nitriles synthesis through C=C double bond cleavage [J].

Zong, Xiaolin ;

Zheng, Qing-Zhong ;

Jiao, Ning .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2014, 12 (08) :1198-1202

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