Palladium-catalyzed phosphorylation of arylsulfonium salts with P(O)H compounds via C-S bond cleavage

被引:2
作者
Liu, Huijin [1 ]
Sun, Kai [1 ]
Li, Xiaolan [1 ]
Zhang, Jie [1 ]
Lu, Wei [1 ]
Luo, Xuzhong [1 ]
Luo, Haiqing [1 ]
机构
[1] Gannan Normal Univ, Dept Chem & Chem Engn, Ganzhou 341000, Peoples R China
基金
中国国家自然科学基金;
关键词
ARYLBORONIC ACIDS; H-PHOSPHONATES; ARYL; CONSTRUCTION; LIGANDS; ARYLPHOSPHONATES; ACTIVATION; PHOSPHITES; ARENES; ARYNES;
D O I
10.1039/d2ra04297e
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Herein we report a novel palladium-catalyzed phosphorylation of arylsulfonium salts with P(O)H compounds via C-S bond cleavage under mild conditions. The protocol provides a pragmatic strategy applicable to the synthesis of diverse arylphosphonates.
引用
收藏
页码:25280 / 25283
页数:4
相关论文
共 74 条
  • [1] Microwave-Promoted Palladium(II)-Catalyzed C-P Bond Formation by Using Arylboronic Acids or Aryltrifluoroborates[J]. Andaloussi, Mounir;Lindh, Jonas;Savmarker, Jonas;Sjoberg, Per J. R.;Larhed, Mats. CHEMISTRY-A EUROPEAN JOURNAL, 2009(47)
  • [2] Nickel-Catalyzed Electrochemical Phosphorylation of Aryl Bromides[J]. Bai, Ya;Liu, Nian;Wang, Shutao;Wang, Siyu;Ning, Shulin;Shi, Lingling;Cui, Lili;Zhang, Zhuoqi;Xiang, Jinbao. ORGANIC LETTERS, 2019(17)
  • [3] Site-selective and versatile aromatic C-H functionalization by thianthrenation[J]. Berger, Florian;Plutschack, Matthew B.;Riegger, Julian;Yu, Wanwan;Speicher, Samira;Ho, Matthew;Frank, Nils;Ritter, Tobias. NATURE, 2019(7747)
  • [4] Arenediazonium tetrafluoroborates in palladium-catalyzed C-P bond-forming reactions. Synthesis of arylphosphonates, -phosphine oxides, and -phosphines[J]. Berrino, Roberta;Cacchi, Sandro;Fabrizi, Giancarlo;Goggiamani, Antonella;Stabile, Paolo. ORGANIC & BIOMOLECULAR CHEMISTRY, 2010(20)
  • [5] Direct C-OH/P(O)-H dehydration coupling forming phosphine oxides[J]. Chen, Long;Zhu, Yueyue;Chen, Tieqiao;Liu, Long;Zhang, Ji-Shu;Han, Li-Biao. ORGANIC & BIOMOLECULAR CHEMISTRY, 2018(28)
  • [6] A palladium-catalyzed oxidative cross-coupling reaction between aryl pinacol boronates and H-phosphonates in ethanol[J]. Chen, Te-Hsuan;Reddy, Daggula Mallikarjuna;Lee, Chin-Fa. RSC ADVANCES, 2017(48)
  • [7] Azulenesulfonium Salts: Accessible, Stable, and Versatile Reagents for Cross-Coupling[J]. Cowper, Paul;Jin, Yu;Turton, Michael D.;Kociok-Koehn, Gabriele;Lewis, Simon E. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016(07)
  • [8] Synthesis of Aryl Sulfonamides via Palladium-Catalyzed Chlorosulfonylation of Arylboronic Acids[J]. DeBergh, J. Robb;Niljianskul, Nootaree;Buchwald, Stephen L. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2013(29)
  • [9] P-Arylation: Arynes to Aryl-Phosphonates, -Phosphinates, and -Phosphine Oxides[J]. Dhokale, Ranjeet A.;Mhaske, Santosh B. ORGANIC LETTERS, 2013(09)
  • [10] General Oxidative Aryl C-P Bond Formation through Palladium-Catalyzed Decarbonylative Coupling of Aroylhydrazides with P(O)H Compounds[J]. Dong, Jianyu;Liu, Long;Ji, Xuyu;Shang, Qian;Liu, Lixin;Su, Lebin;Chen, Bing;Kan, Ruifeng;Zhou, Yongbo;Yin, Shuang-Feng;Han, Li-Biao. ORGANIC LETTERS, 2019(09)