Nickel-Catalyzed Phosphorylation of Tosylates

被引:14
作者
Li, Chun-jing [1 ]
机构
[1] Hebei Chem & Pharmaceut Coll, Dept Chem & Environm Engn, Shijiazhuang 050026, Hebei, Peoples R China
关键词
aryl tosylates; C-P coupling; nickel-catalyzed; CROSS-COUPLING REACTIONS; ARYL MESYLATES;
D O I
10.1134/S1070363220040258
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Four new bidentate phosphine ligands have been synthesized, characterized and evaluated in Ni-catalyzed C-P coupling reaction. The readily available and inexpensive highly active sulfonate Ni(cod)(2)-L8catalyzes the reaction leading to the desired aryl phosphonates accumulated with moderate to excellent yields. This method is characterized by good functional groups tolerance, wide substrate scope, and easy scaling up.
引用
收藏
页码:725 / 730
页数:6
相关论文
共 19 条
[1]   Convenient and direct preparation of tertiary phosphines via nickel-catalysed cross-coupling [J].
Ager, DJ ;
East, MB ;
Eisenstadt, A ;
Laneman, SA .
CHEMICAL COMMUNICATIONS, 1997, (24) :2359-2360
[2]   Nickel-catalyzed amination of aryl tosylates [J].
Gao, Cai-Yan ;
Yang, Lian-Ming .
JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (04) :1624-1627
[3]   STEREOSELECTIVE SYNTHESIS OF VINYLPHOSPHONATE [J].
HIRAO, T ;
MASUNAGA, T ;
OHSHIRO, Y ;
AGAWA, T .
TETRAHEDRON LETTERS, 1980, 21 (37) :3595-3598
[4]   Proline/pipecolinic acid-promoted copper-catalyzed P-arylation [J].
Huang, Cheng ;
Tang, Xu ;
Fu, Hua ;
Jiang, Yuyang ;
Zhao, Yufen .
JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (13) :5020-5022
[5]  
Kaye S, 2001, ADV SYNTH CATAL, V343, P789, DOI 10.1002/1615-4169(20011231)343:8<789::AID-ADSC789>3.0.CO
[6]  
2-A
[7]   Direct C-H bond arylations and alkenylations with phenol-derived fluorine-free electrophiles [J].
Kozhushkov, Sergei I. ;
Potukuchiw, Harish Kumar ;
Ackermann, Lutz .
CATALYSIS SCIENCE & TECHNOLOGY, 2013, 3 (03) :562-571
[8]   Phosphorylation of Alkenyl and Aryl C-O Bonds via Photoredox/Nickel Dual Catalysis [J].
Liao, Li-Li ;
Gui, Yong-Yuan ;
Zhang, Xiao-Bo ;
Shen, Guo ;
Liu, Hui-Dong ;
Zhou, Wen-Jun ;
Li, Jing ;
Yu, Da-Gang .
ORGANIC LETTERS, 2017, 19 (14) :3735-3738
[9]   Synthesis and application of chiral phospholane ligands bearing a sterically and electrically adjustable moiety [J].
Matsumura, K ;
Shimizu, H ;
Saito, T ;
Kumobayashi, H .
ADVANCED SYNTHESIS & CATALYSIS, 2003, 345 (1-2) :180-184
[10]   Rapid synthesis of an electron-deficient t-BuPHOX ligand: cross-coupling of aryl bromides with secondary phosphine oxides [J].
McDougal, Nolan T. ;
Streuff, Jan ;
Mukherjee, Herschel ;
Virgil, Scott C. ;
Stoltz, Brian M. .
TETRAHEDRON LETTERS, 2010, 51 (42) :5550-5554