Palladium-catalyzed convenient synthesis of thioesters from carboxylic acids and disulfides

被引:11
作者
Xiao, Yong-Mei [1 ]
Zhao, Yu [1 ]
Li, Jia-Qi [1 ]
Yuan, Jin-Wei [1 ]
Yang, Liang-Ru [1 ]
Mao, Pu [1 ]
Mai, Wen-Peng [1 ,2 ]
机构
[1] Henan Univ Technol, Sch Chem & Chem Engn, Zhengzhou 450001, Peoples R China
[2] Henan Univ Engn, Sch Chem & Printing Dyeing Engn, Zhengzhou 450006, Peoples R China
关键词
ARYL IODIDES; BOND FORMATION; THIOCARBONYLATION; CARBONYLATION; DERIVATIVES; ALCOHOLS; HALIDES; KETONES; THIOLS; ESTERS;
D O I
10.1039/d3nj02972g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A novel palladium-catalyzed convenient synthesis of thioesters from various carboxylic acids and disulfides has been developed. Both aryl and alkyl carboxylic acids are capable of coupling with diaryl or dialkyl disulfides to afford the desirable thioesters in moderate to good yields. This methodology features easy accessibility of starting materials and a broad substrate scope, providing a practical route for thioester synthesis without toxic thiols or CO gas. A novel palladium-catalyzed convenient synthesis of thioesters from various carboxylic acids and disulfides has been developed.
引用
收藏
页码:17092 / 17097
页数:6
相关论文
共 44 条
[1]  
[Anonymous], 1996, An Introduction to Organosulfur Chemistry
[2]   Synthesis of Thiol Esters Using Nano CuO/Ionic Liquid as an Eco-Friendly Reductive System Under Microwave Irradiation [J].
Azeredo, Juliano B. ;
Godoi, Marcelo ;
Schwab, Ricardo S. ;
Botteselle, Giancarlo V. ;
Braga, Antonio L. .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 2013 (23) :5188-5194
[3]   Pd-Catalyzed Thiocarbonylation with Stoichiometric Carbon Monoxide: Scope and Applications [J].
Burhardt, Mia N. ;
Taaning, Rolf H. ;
Skrydstrup, Troels .
ORGANIC LETTERS, 2013, 15 (04) :948-951
[4]   Palladium-catalyzed thiocarbonylation of iodoarenes with thiols in phosphonium salt ionic liquids [J].
Cao, Hong ;
McNamee, Laura ;
Alper, Howard .
JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (09) :3530-3534
[5]   Palladium-Catalyzed Carbonylative Synthesis of Aryl Selenoesters Using Formic Acid as an Ex Situ CO Source [J].
de Albuquerque, Danilo Yano ;
Teixeira, Wystan K. O. ;
do Sacramento, Manoela ;
Alves, Diego ;
Santi, Claudio ;
Schwab, Ricardo S. .
JOURNAL OF ORGANIC CHEMISTRY, 2022, 87 (01) :595-605
[6]   Sulfur Containing Scaffolds in Drugs: Synthesis and Application in Medicinal Chemistry [J].
Feng, Minghao ;
Tang, Bingqing ;
Liang, Steven H. ;
Jiang, Xuefeng .
CURRENT TOPICS IN MEDICINAL CHEMISTRY, 2016, 16 (11) :1200-1216
[7]  
Goossen LJ, 2001, CHEM COMMUN, P2084
[8]  
Goossen LJ, 2001, ANGEW CHEM INT EDIT, V40, P3458, DOI 10.1002/1521-3773(20010917)40:18<3458::AID-ANIE3458>3.0.CO
[9]  
2-0
[10]   Synthesis of Thioesters by Simultaneous Activation of Carboxylic Acids and Alcohols Using PPh3/NBS with Benzyltriethylammonium Tetrathiomolybdate as the Sulfur Transfer Reagent [J].
Gopinath, Purushothaman ;
Vidyarini, Ravindran Sasitha ;
Chandrasekaran, Srinivasan .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2009, 2009 (34) :6043-6047