Nickel‐Catalyzed C–S Coupling: Synthesis of Diaryl Sulfides Starting from Phenyldithiocarbamates and Iodobenzenes
作者： Xing Liu , Qiang Cao , Wan Xu , Meng-Tian Zeng , Zhi-Bing Dong
关键词:
摘要: A Nickel catalyzed C-S formation protocol for the synthesis of diarylsulfides was developed. Catalyzed by NiCl2, phenyldithiocarbamates reacted with iodobenzenes furnishing smoothly good to excellent yields (66-93%). The has features cheap catalyst, easy performance, broad substrate scope and nice yields, affording an alternative way preparation diarylsulfides.
sci-hub.se 参考文章(44)
Mohammad Soleiman-Beigi, Zeinab Arzehgar, Ni‐Catalyzed Cross‐Coupling Reaction: The Direct Synthesis of Symmetrical Disulfanes from Aryl and Primary Alkyl Halides Heteroatom Chemistry. ,vol. 26, pp. 355- 360 ,(2015) , 10.1002/HC.21267
Habib Firouzabadi, Nasser Iranpoor, Forough Gorginpour, Arash Samadi, Dithiooxamide as an Effective Sulfur Surrogate for Odorless High‐Yielding Carbon–Sulfur Bond Formation in Wet PEG200 as an Eco‐Friendly, Safe, and Recoverable Solvent European Journal of Organic Chemistry. ,vol. 2015, pp. 2914- 2920 ,(2015) , 10.1002/EJOC.201500156
Cecile Savarin, Jiri Srogl, Lanny S. Liebeskind, A mild, nonbasic synthesis of thioethers. The copper-catalyzed coupling of boronic acids with N-thio(alkyl, aryl, heteroaryl)imides. Organic Letters. ,vol. 4, pp. 4309- 4312 ,(2002) , 10.1021/OL026948A
Manuel A. Fernández-Rodríguez, Qilong Shen, John F. Hartwig, A general and long-lived catalyst for the palladium-catalyzed coupling of aryl halides with thiols. Journal of the American Chemical Society. ,vol. 128, pp. 2180- 2181 ,(2006) , 10.1021/JA0580340
Ying-Chieh Wong, Thiruvellore Thatai Jayanth, Chien-Hong Cheng, Cobalt-Catalyzed Aryl−Sulfur Bond Formation Organic Letters. ,vol. 8, pp. 5613- 5616 ,(2006) , 10.1021/OL062344L
Jin She, Zheng Jiang, Yanguang Wang, Simple, efficient and recyclable catalytic system for performing copper-catalyzed C–S coupling of thiols with aryl iodides in PEG and PEG–H2O Tetrahedron Letters. ,vol. 50, pp. 593- 596 ,(2009) , 10.1016/J.TETLET.2008.11.082
Zheng Jiang, Jin She, Xufeng Lin, Palladium on Charcoal as a Recyclable Catalyst for CS Cross-Coupling of Thiols with Aryl Halides under Ligand-Free Conditions Advanced Synthesis & Catalysis. ,vol. 351, pp. 2558- 2562 ,(2009) , 10.1002/ADSC.200900501
Nobukazu Taniguchi, Copper-catalyzed chalcogenation of aryl iodides via reduction of chalcogen elements by aluminum or magnesium Tetrahedron. ,vol. 68, pp. 10510- 10515 ,(2012) , 10.1016/J.TET.2012.09.019
Ulrik Boas, Heidi Gertz, Jørn B. Christensen, Peter M.H. Heegaard, Facile synthesis of aliphatic isothiocyanates and thioureas on solid phase using peptide coupling reagents Tetrahedron Letters. ,vol. 45, pp. 269- 272 ,(2004) , 10.1016/J.TETLET.2003.10.182
Ahmed Kamal, Vunnam Srinivasulu, J. N. S. R. C Murty, Nagula Shankaraiah, Narayana Nagesh, T. Srinivasa Reddy, A. V. Subba Rao, Copper Oxide Nanoparticles Supported on Graphene Oxide- Catalyzed S-Arylation: An Efficient and Ligand-Free Synthesis of Aryl Sulfides Advanced Synthesis & Catalysis. ,vol. 355, pp. 2297- 2307 ,(2013) , 10.1002/ADSC.201300416