Copper-Catalyzed C-P Coupling through Decarboxylation

被引：217

作者：

Hu, Jie ^{[1
]}

Zhao, Ning ^{[1
]}

Yang, Bin ^{[1
]}

Wang, Ge ^{[1
]}

Guo, Li-Na ^{[1
]}

Liang, Yong-Min ^{[1
]}

Yang, Shang-Dong ^{[1
]}

机构：

[1] Lanzhou Univ, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2011年 / 17卷 / 20期

关键词：

catalysis; copper; C-P coupling; decarboxylation; phosphorus; HECK-TYPE OLEFINATION; BIARYL SYNTHESIS; ARYL BROMIDES; POTASSIUM POLYFLUOROBENZOATES; AROMATIC CARBOXYLATES; H-PHOSPHONATES; BOND FORMATION; AMINO-ACIDS; PHOSPHORUS; LIGANDS;

D O I：

10.1002/chem.201003561

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

An acid for a phosphine: A versatile protocol for preparation of various di(phenyl)phosphoryl oxides was developed by copper-catalyzed decarboxylative coupling of alkenyl, alkynyl carboxylic acids, and N-benzylproline, respectively, with R2P(O)H (see scheme). All classes of products are important precursors for preparation of biologically active molecules and various phosphorus ligands. This finding represents the first example of copper-catalyzed decarboxylative coupling to construct Cï P bonds. © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.

引用

页码：5516 / 5521

页数：6

共 50 条

[21] Photoinduced, copper-catalyzed coupling reaction
Fu, Gregory
ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2015, 249
[22] Copper-catalyzed deacetonative Sonogashira coupling
Kotovshchikov, Yury N.
Binyakovsky, Artem A.
Latyshev, Gennadij, V
Lukashev, Nikolay, V
Beletskaya, Irina P.
ORGANIC & BIOMOLECULAR CHEMISTRY, 2022, 20 (38) : 7650 - 7657
[23] COPPER-CATALYZED OXIDATIVE DECARBOXYLATION OF ALIPHATIC CARBOXYLIC-ACIDS
AGTERBERG, FPW
DRIESSEN, WL
REEDIJK, J
OEVERING, H
BUIJS, W
NEW DEVELOPMENTS IN SELECTIVE OXIDATION II, 1994, 82 : 639 - 646
[24] Facile synthesis of diphosphoryl acetylenes through copper-catalyzed cross coupling
Fang, Bowen
Hong, Xiaoling
Xue, Yage
Yang, Yuting
Li, Huilin
TETRAHEDRON LETTERS, 2024, 147
[25] Synthesis of thioesters through copper-catalyzed coupling of aldehydes with thiols in water
Yi, Chih-Lun
Huang, Yu-Ting
Lee, Chin-Fa
GREEN CHEMISTRY, 2013, 15 (09) : 2476 - 2484
[26] Copper-Catalyzed Hydrogen Production through the Dehydrogenative Coupling of Methanol and Diamine
Cheng, Danyang
Yu, Shixiang
Wang, Meng
Ma, Ding
PRECISION CHEMISTRY, 2024, 2 (04): : 138 - 142
[27] Copper-Catalyzed Ullmann-Type Coupling and Decarboxylation Cascade of Arylhalides with Malonates to Access α-Aryl Esters
Cheng, Fei
Chen, Tao
Huang, Yin-Qiu
Li, Jia-Wei
Zhou, Chen
Xiao, Xiao
Chen, Fen-Er
ORGANIC LETTERS, 2022, 24 (01) : 115 - 120
[28] Copper-Catalyzed Decarboxylation Cross-Coupling Cascade Reaction for Synthesis of Fused Dihydro-benzoxazinones
Jiang, Weidong
Li, Zhuo-Huan
Li, Tuan-Jie
Liu, Jian-Quan
Wang, Xiang-Shan
JOURNAL OF ORGANIC CHEMISTRY, 2024, 89 (11): : 7472 - 7477
[29] Copper-catalyzed decarboxylative cyclization via tandem C-P and C-N bond formation: access to 2-phosphorylmethyl indoles
Wang, Bao-Cheng
Wang, Ya-Ni
Zhang, Mao-Mao
Xiao, Wen-Jing
Lu, Liang-Qiu
CHEMICAL COMMUNICATIONS, 2018, 54 (25) : 3154 - 3157
[30] Photoinduced copper-catalyzed C-N coupling with trifluoromethylated arenes
Huang, Jun
Gao, Qi
Zhong, Tao
Chen, Shuai
Lin, Wei
Han, Jie
Xie, Jin
NATURE COMMUNICATIONS, 2023, 14 (01)

← 1 2 3 4 5 →