Nickel-catalyzed phosphorylation of aryl triflates with P(O)-H compounds

被引:28
作者
Yang, Jia [1 ]
Xiao, Jing [1 ]
Chen, Tieqiao [1 ]
Han, Li-Biao [2 ]
机构
[1] Hunan Univ, State Key Lab Chemo Biosensing & Chemo Metr, Coll Chem & Chem Engn, Changsha 410082, Hunan, Peoples R China
[2] Natl Inst Adv Ind Sci & Technol, Tsukuba, Ibaraki 3058565, Japan
关键词
Phosphorylation; Triflates; P-H compounds; Cross coupling; Nickel catalysis; PHOSPHINE OXIDES; COUPLING REACTIONS; TERMINAL ALKYNES; ALPHA-ARYLATION; BOND FORMATION; LIGANDS; ARYLPHOSPHONATES; CHEMOSELECTIVITY; PHOSPHONATES; DERIVATIVES;
D O I
10.1016/j.jorganchem.2016.07.026
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A nickel-catalyzed phosphorylation of aryl triflates with P(O)-H compounds is disclosed. This reaction can proceed smoothly under a mild reaction condition, producing the corresponding aryl phosphorus compounds in good to high yields. (C) 2016 Elsevier B.V. All rights reserved.
引用
收藏
页码:120 / 124
页数:5
相关论文
共 37 条
[21]   Isolation, Structure, and Reactivity of an Arylnickel(II) Pivalate Complex in Catalytic C-H/C-O Biaryl Coupling [J].
Muto, Kei ;
Yamaguchi, Junichiro ;
Lei, Aiwen ;
Itami, Kenichiro .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013, 135 (44) :16384-16387
[22]   Synthesis and Evaluation of Phosphorus Containing, Specific CDK9/CycT1 Inhibitors [J].
Nemeth, Gabor ;
Greff, Zoltan ;
Sipos, Anna ;
Varga, Zoltan ;
Szekely, Rita ;
Sebestyen, Monika ;
Jaszay, Zsuzsa ;
Beni, Szabolcs ;
Nemes, Zoltan ;
Pirat, Jean-Luc ;
Volle, Jean-Noel ;
Virieux, David ;
Gyuris, Agnes ;
Kelemenics, Katalin ;
Ay, Eva ;
Minarovits, Janos ;
Szathmary, Susan ;
Keri, Gyoergy ;
Orfi, Laszlo .
JOURNAL OF MEDICINAL CHEMISTRY, 2014, 57 (10) :3939-3965
[24]   Surface Modification Using Phosphonic Acids and Esters [J].
Queffelec, Clemence ;
Petit, Marc ;
Janvier, Pascal ;
Knight, D. Andrew ;
Bujoli, Bruno .
CHEMICAL REVIEWS, 2012, 112 (07) :3777-3807
[25]   Synthesis of Water-Soluble Phosphine Oxides by Pd/C-Catalyzed P-C Coupling in Water [J].
Rummelt, Stephan M. ;
Ranocchiari, Marco ;
van Bokhoven, Jeroen A. .
ORGANIC LETTERS, 2012, 14 (08) :2188-2190
[26]   Nickel-Catalyzed α-Arylation of Ketones with Phenol Derivatives [J].
Takise, Ryosuke ;
Muto, Kei ;
Yamaguchi, Junichiro ;
Itami, Kenichiro .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (26) :6791-6794
[27]   New chiral phosphorus ligands for enantioselective hydrogenation [J].
Tang, WJ ;
Zhang, XM .
CHEMICAL REVIEWS, 2003, 103 (08) :3029-3069
[28]   SYNTHESIS OF OPTICALLY-ACTIVE 2-(DIARYLPHOSPHINO)-1,1'-BINAPHTHYLS, EFFICIENT CHIRAL MONODENTATE PHOSPHINE-LIGANDS [J].
UOZUMI, Y ;
TANAHASHI, A ;
LEE, SY ;
HAYASHI, T .
JOURNAL OF ORGANIC CHEMISTRY, 1993, 58 (07) :1945-1948
[29]   PREPARATION OF LANTHANIDE ARYLPHOSPHONATES AND CRYSTAL-STRUCTURES OF LANTHANUM PHENYL-PHOSPHONATES AND BENZYLPHOSPHONATES [J].
WANG, RC ;
ZHANG, YP ;
HU, HL ;
FRAUSTO, RR ;
CLEARFIELD, A .
CHEMISTRY OF MATERIALS, 1992, 4 (04) :864-871
[30]   Experimental and Theoretical Study on Palladium-Catalyzed C-P Bond Formation via Direct Coupling of Triarylbismuths with P(O)-H Compounds [J].
Wang, Tao ;
Sang, Shuai ;
Liu, Liu ;
Qiao, Hongwei ;
Gao, Yuxing ;
Zhao, Yufen .
JOURNAL OF ORGANIC CHEMISTRY, 2014, 79 (02) :608-617