A highly efficient copper and ligand free protocol for the room temperature Sonogashira reaction

被引:19
作者
Gogoi, Ankur [1 ]
Dewan, Anindita [1 ]
Bora, Utpal [1 ,2 ]
机构
[1] Dibrugarh Univ, Dept Chem, Dibrugarh 786004, Assam, India
[2] Tezpur Univ, Dept Chem Sci, Tezpur 784028, Assam, India
关键词
CROSS-COUPLING REACTIONS; TERMINAL ALKYNES; CATALYZED SONOGASHIRA; ARYL BROMIDES; BEARING BIPYRIDINE; AQUEOUS SOLVENTS; PALLADIUM; SUZUKI; CHEMISTRY; CHLORIDES;
D O I
10.1039/c4ra09630d
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A mild and efficient catalytic system based on PdCl2 and Na2SO4 has been developed for the Sonogashira reaction of aryl iodides at room temperature. The system provides a simple route to obtain polyfunctional alkynes under ligand and copper free conditions. The procedure is equally efficient for aliphatic alkynes and aryl bromides.
引用
收藏
页码:16 / 19
页数:4
相关论文
共 50 条
[31]   Agarose functionalized phosphorus ligand for stabilization of small-sized palladium and copper nanoparticles: efficient heterogeneous catalyst for Sonogashira reaction [J].
Gholinejad, Mohammad ;
Jeddi, Neda ;
Pullithadathil, Biji .
TETRAHEDRON, 2016, 72 (19) :2491-2500
[32]   Efficient protocol for the phosphine-free Suzuki-Miyaura reaction catalyzed by palladium on carbon at room temperature [J].
Zhang, GL .
SYNTHESIS-STUTTGART, 2005, (04) :537-542
[33]   A Versatile and Efficient Palladium-meta-Terarylphosphine Catalyst for the Copper-Free Sonogashira Coupling of (Hetero-)Aryl Chlorides and Alkynes [J].
Yang, Yong ;
Chew, Xinying ;
Johannes, Charles W. ;
Robins, Edward G. ;
Jong, Howard ;
Lim, Yee Hwee .
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 2014 (32) :7184-7192
[34]   An efficient protocol for copper- and amine-free Sonogashira reactions catalyzed by mononuclear palladacycle complexes containing bidentate phosphine ligands [J].
Sabounchei, Seyyed Javad ;
Ahmadi, Mohsen .
CATALYSIS COMMUNICATIONS, 2013, 37 :114-121
[35]   Agro waste derived nanosilica supported Pd(II) complex: A protocol for copper free Sonogashira reaction in water [J].
Gogoi, Rajjyoti ;
Saikia, Rituraj ;
Borah, Geetika .
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2019, 897 :80-88
[36]   New Mechanistic Insights into the Copper-Free Heck-Cassar-Sonogashira Cross-Coupling Reaction [J].
Palladino, Chiara ;
Fantoni, Tommaso ;
Ferrazzano, Lucia ;
Muzzi, Beatrice ;
Ricci, Antonio ;
Tolomelli, Alessandra ;
Cabri, Walter .
ACS CATALYSIS, 2023, 13 (18) :12048-12061
[37]   Palladium nanoparticles immobilized on cyclodextrin-decorated halloysite nanotubes: Efficient heterogeneous catalyst for promoting copper- and ligand-free Sonogashira reaction in water-ethanol mixture [J].
Sadjadi, Samahe .
APPLIED ORGANOMETALLIC CHEMISTRY, 2018, 32 (03)
[38]   An Efficient Protocol for a Pd(OAc)2-Catalyzed Ligand-Free Suzuki Reaction in Toluene [J].
Liu Ning ;
Liu Chun ;
Jin Zilin .
CHINESE JOURNAL OF CATALYSIS, 2010, 31 (11) :1316-1320
[39]   Dimethylaminoalkyl chalcogenolate palladium(II) complexes as an efficient copper- and phosphine-free catalyst for Sonogashira reaction [J].
Khairnar, Bhikan J. ;
Dey, Sandip ;
Jam, Vimal K. ;
Bhanage, Bhalchandra M. .
TETRAHEDRON LETTERS, 2014, 55 (03) :716-719
[40]   Copper and amine free Sonogashira cross-coupling reaction catalyzed by efficient diphosphane-palladium catalyst [J].
He, Ting ;
Wu, Lei Lei ;
Fu, Xing Li ;
Fu, Hai Yan ;
Chen, Hua ;
Li, Rui Xiang .
CHINESE CHEMICAL LETTERS, 2011, 22 (10) :1175-1178