Eosin-Y-Catalyzed Photoredox C-S Bond Formation: Easy Access to Thioethers

被引:29
作者
Chand, Shiv [1 ]
Pandey, Anand Kumar [1 ]
Singh, Rahul [1 ]
Kumar, Saurabh [1 ]
Singh, Krishna Nand [1 ]
机构
[1] Banaras Hindu Univ, Dept Chem, Ctr Adv Study, Inst Sci, Varanasi 221005, Uttar Pradesh, India
关键词
Eosin Y; hydrazones; photoredox catalysis; sulfenylation; thioethers; CROSS-COUPLING REACTIONS; METAL-FREE; EFFICIENT SYNTHESIS; NICKEL-CATALYST; ARYL HALIDES; THIOLS; DERIVATIVES; HYDRAZONES; PALLADIUM; ARYLATION;
D O I
10.1002/asia.201901060
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An operationally simple Eosin Y catalyzed sulfenylation of hydrazones has been realized to afford a range of thioethers under visible light. The methodology provides high yields of thioethers under ambient conditions employing readily available and inexpensive starting materials. The reaction has broad substrate scope and is compatible with various functional groups.
引用
收藏
页码:4712 / 4716
页数:5
相关论文
共 68 条
[1]  
[Anonymous], 2019, ANGEW CHEM, V131, P1216
[2]   SYNTHESIS AND BIOLOGICAL-ACTIVITIES OF THIOETHER DERIVATIVES RELATED TO THE ANTIESTROGENS TAMOXIFEN AND ICI-164384 [J].
AUGER, S ;
MERAND, Y ;
PELLETIER, JD ;
POIRIER, D ;
LABRIE, F .
JOURNAL OF STEROID BIOCHEMISTRY AND MOLECULAR BIOLOGY, 1995, 52 (06) :547-565
[3]   Substrate-switched dual functionalization of alkenes: catalyst-free synthetic route for β-hydroxy and β-keto thioethers [J].
Badsara, Satpal Singh ;
Singh, Pratibha ;
Choudhary, Rakhee ;
Bai, Rekha ;
Sharma, Mahesh C. .
NEW JOURNAL OF CHEMISTRY, 2019, 43 (28) :11045-11049
[4]   Silica nanoparticles as a reusable catalyst: a straightforward route for the synthesis of thioethers, thioesters, vinyl thioethers and thio-Michael adducts under neutral reaction conditions [J].
Banerjee, Subhash ;
Das, Jayanta ;
Alvarez, Richard P. ;
Santra, Swadeshmukul .
NEW JOURNAL OF CHEMISTRY, 2010, 34 (02) :302-306
[5]  
Buchwald S. L., 2009, ANGEW CHEM, V121, P5694
[6]   On the Role of Metal Contaminants in Catalyses with FeCl3 [J].
Buchwald, Stephen L. ;
Bolm, Carsten .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (31) :5586-5587
[7]   Iron-Catalysed Markovnikov Hydrothiolation of Styrenes [J].
Cabrero-Antonino, Jose R. ;
Leyva-Perez, Antonio ;
Corma, Avelino .
ADVANCED SYNTHESIS & CATALYSIS, 2012, 354 (04) :678-687
[8]   Synthesis of Organic-Inorganic Hybrid Solids with Copper Complex Framework and Their Catalytic Activity for the S-Arylation and the Azide-Alkyne Cycloaddition Reactions [J].
Cabrero-Antonino, Jose R. ;
Garcia, Teresa ;
Rubio-Marques, Paula ;
Vidal-Moya, Jose A. ;
Leyva-Perez, Antonio ;
Al-Deyab, Salem S. ;
Al-Resayes, Saud I. ;
Diaz, Urbano ;
Corma, Avelino .
ACS CATALYSIS, 2011, 1 (02) :147-158
[9]  
CAMPBELLJR, 1964, J ORG CHEM, V29, P1830
[10]   1,1,1-tris(hydroxymethyl)ethane as a new, efficient, and versatile tripod ligand for copper-catalyzed cross-coupling reactions of aryl iodides with amides, thiols, and phenols [J].
Chen, Yao-Jung ;
Chen, Hsin-Hung .
ORGANIC LETTERS, 2006, 8 (24) :5609-5612