3-Amino-fluorene-2,4-dicarbonitriles (AFDCs) as Photocatalysts for the Decarboxylative Arylation of α-Amino Acids and α-Oxy Acids with Arylnitriles

被引:40
作者
Chen, Yiyang [1 ]
Lu, Ping [1 ]
Wang, Yanguang [1 ]
机构
[1] Zhejiang Univ, Dept Chem, Hangzhou 310027, Zhejiang, Peoples R China
基金
中国国家自然科学基金;
关键词
ANTI-MARKOVNIKOV HYDROAMINATION; LIGHT PHOTOREDOX CATALYSIS; VISIBLE-LIGHT; ELECTROCHEMICAL OXIDATION; CARBOXYLIC-ACIDS;
D O I
10.1021/acs.orglett.9b00443
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
1-(4-(9H-Carbazol-9-yl)phenyl)-3-amino-9H-fluorene-2,4-dicarbonitrile as a new photocatalyst for the decarboxylative cross-coupling reaction of alpha-amino acids or alpha-oxy carboxylic acids with arylnitriles is described. This light-driven reaction enables a variety of benzylic amines and ethers to be prepared from readily available starting materials under mild conditions.
引用
收藏
页码:2130 / 2133
页数:4
相关论文
共 42 条
[1]   Homolytic and heterolytic radical cleavage in the Kolbe reaction -: Electrochemical oxidation of arylmethyl carboxylate ions [J].
Andrieux, CP ;
Gonzalez, F ;
Savéant, JM .
JOURNAL OF ELECTROANALYTICAL CHEMISTRY, 2001, 498 (1-2) :171-180
[2]   Controlled Fluoroalkylation Reactions by Visible-Light Photoredox Catalysis [J].
Chatterjee, Tanmay ;
Iqbal, Naeem ;
You, Youngmin ;
Cho, Eun Jin .
ACCOUNTS OF CHEMICAL RESEARCH, 2016, 49 (10) :2284-2294
[3]   Exploration of Visible-Light Photocatalysis in Heterocycle Synthesis and Functionalization: Reaction Design and Beyond [J].
Chen, Jia-Rong ;
Hu, Xiao-Qiang ;
Lu, Liang-Qiu ;
Xiao, Wen-Jing .
ACCOUNTS OF CHEMICAL RESEARCH, 2016, 49 (09) :1911-1923
[4]   Synthesis and properties of 1-(4-aminophenyl)-2,4-dicyano-3-diethylamino-9,9-diethylfluorenes: Potential fluorescent material [J].
Chen, Xiao-Hang ;
Zhao, Zujin ;
Liu, Yang ;
Lu, Ping ;
Wang, Yan-Guang .
CHEMISTRY LETTERS, 2008, 37 (06) :570-571
[5]   Polymorphism-dependent emissions of two phenoxazine derivatives [J].
Chen, Yiyang ;
Peng, Zhixing ;
Tao, Yuhan ;
Wang, Zaibin ;
Lu, Ping ;
Wang, Yanguang .
DYES AND PIGMENTS, 2019, 161 (44-50) :44-50
[6]   Parallel synthesis of strongly fluorescent polysubstituted 2,6-dicyanoanilines via microwave-promoted multicomponent reaction [J].
Cui, SL ;
Lin, XF ;
Wang, YG .
JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (07) :2866-2869
[7]   Bifunctional Photocatalysts for Enantioselective Aerobic Oxidation of β-Ketoesters [J].
Ding, Wei ;
Lu, Liang-Qiu ;
Quan-Quan Zhou ;
Wei, Yi ;
Chen, Jia-Rong ;
Xiao, Wen-Jing .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2017, 139 (01) :63-66
[8]   Electrochemical oxidation of tetrabutylammonium salts of aliphatic carboxylic acids in acetonitrile [J].
Galicia, M ;
González, FJ .
JOURNAL OF THE ELECTROCHEMICAL SOCIETY, 2002, 149 (03) :D46-D50
[9]   New catalytic transformations of carboxylic acids [J].
Goossen, Lukas J. ;
Goossen, Kaethe ;
Rodriguez, Nuria ;
Blanchot, Mathieu ;
Linder, Christophe ;
Zimmermann, Bettina .
PURE AND APPLIED CHEMISTRY, 2008, 80 (08) :1725-1733
[10]   Direct Catalytic Anti-Markovnikov Hydroetherification of Alkenols [J].
Hamilton, David S. ;
Nicewicz, David A. .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2012, 134 (45) :18577-18580