Electrochemical oxidative C-H/S-H cross-coupling between enamines and thiophenols with H2 evolution.

作者: Dandan Li , Shuaibing Li , Chong Peng , Lijun Lu , Shengchun Wang

DOI: 10.1039/C8SC05143G

关键词:

摘要: Electrochemical oxidative C–H/S–H cross-coupling has been developed to construct the C–S bond in a highly straightforward and efficient manner. Various enamines (hetero)aryl thiols could be transformed smoothly under undivided electrolytic cell conditions. Moreover, this electrosynthesis strategy not only avoided use of chemical oxidants transition metal catalysts, but also exhibited excellent atom economy.

参考文章(58)
Hai-Yong Tu, Bo-Lun Hu, Chen-Liang Deng, Xing-Guo Zhang, Copper-mediated stereospecific C–H oxidative sulfenylation of terminal alkenes with disulfides Chemical Communications. ,vol. 51, pp. 15558- 15561 ,(2015) , 10.1039/C5CC06250K
Shao-Fang Zhou, Xiangqiang Pan, Zhi-Hao Zhou, Adedamola Shoberu, Jian-Ping Zou, Air oxidative radical hydroxysulfurization of styrenes leading to β-hydroxysulfides. Journal of Organic Chemistry. ,vol. 80, pp. 3682- 3687 ,(2015) , 10.1021/ACS.JOC.5B00123
Zhiping Li, Chao-Jun Li, Highly Efficient Copper-Catalyzed Nitro-Mannich Type Reaction: Cross-Dehydrogenative-Coupling between sp3 C−H Bond and sp3 C−H Bond Journal of the American Chemical Society. ,vol. 127, pp. 3672- 3673 ,(2005) , 10.1021/JA050058J
Doron Pappo, Yoel Kashman, β-Turn Mimetic:  Synthesis of Cyclic Thioenamino Peptides Organic Letters. ,vol. 8, pp. 1177- 1179 ,(2006) , 10.1021/OL060075T
Sadananda Ranjit, Zhongyu Duan, Pengfei Zhang, Xiaogang Liu, Synthesis of vinyl sulfides by copper-catalyzed decarboxylative C-S cross-coupling. Organic Letters. ,vol. 12, pp. 4134- 4136 ,(2010) , 10.1021/OL101729K
Siegfried Blechert, Synthesen mit Silylenolethern Nachrichten aus Chemie, Technik und Laboratorium. ,vol. 27, pp. 321- 322 ,(1979) , 10.1002/NADC.19790270606
Jie Feng, Guoping Lu, Meifang Lv, Chun Cai, Palladium-Catalyzed Odorless One-Pot Synthesis of Vinyl Sulfides from Organohalides, Thiourea, and Alkynes Asian Journal of Organic Chemistry. ,vol. 3, pp. 77- 81 ,(2014) , 10.1002/AJOC.201300187
Nikolai V Zyk, Elena K Beloglazkina, Mariya A Belova, Natal'ya S Dubinina, Methods for the synthesis of vinyl sulfides Russian Chemical Reviews. ,vol. 72, pp. 769- 786 ,(2003) , 10.1070/RC2003V072N09ABEH000794
Athelstan L. J. Beckwith, Sandhya A. M. Duggan, Kinetics of intramolecular alkyl radical attack on sulfur in disulfides and thioesters Journal of The Chemical Society-perkin Transactions 1. pp. 1509- 1518 ,(1994) , 10.1039/P29940001509
Antonio Lavecchia, Sandro Cosconati, Vittorio Limongelli, Ettore Novellino, Modeling of Cdc25B dual specifity protein phosphatase inhibitors: docking of ligands and enzymatic inhibition mechanism. ChemMedChem. ,vol. 1, pp. 540- 550 ,(2006) , 10.1002/CMDC.200500092