Cu/Picolinamides-Catalyzed Coupling of (Hetero)aryl Halides with Secondary Phosphine Oxides and Phosphite†

被引：8

作者：

Fang, Chao ^{[1
]}

Wei, Bangguo ^{[1
]}

Ma, Dawei ^{[2
]}

机构：

[1] Fudan Univ, Sch Pharm, Dept Nat Med, 826 Zhangheng Rd, Shanghai 201203, Peoples R China

[2] Univ Chinese Acad Sci, Chinese Acad Sci, Ctr Excellence Mol Synth, Shanghai Inst Organ Chem,State Key Lab Bioorgan, 345 Lingling Lu, Shanghai 200032, Peoples R China

来源：

CHINESE JOURNAL OF CHEMISTRY | 2021年 / 39卷 / 11期

基金：

中国国家自然科学基金;

关键词：

Synthetic methods; Cross-Coupling; Aryl halides; Copper; Aryl phosphine oxides; P BOND FORMATION; ARYLBORONIC ACIDS; ROOM-TEMPERATURE; ARYL HALIDES; CHLORIDES; ARYLATION; DIPHENYLPHOSPHINE; PHOSPHORYLATION; BROMIDES;

D O I：

10.1002/cjoc.202100354

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

Main observation and conclusion Some 4-hydroxy-picolinic acid derived amides were revealed as more efficient ligands for Cu-catalyzed coupling of (hetero)aryl halides with secondary phosphine oxides and phosphites. Only 3-5 mol% CuI and ligands were required to ensure coupling with a number of (hetero)aryl bromides and iodides to complete at 120 C-o in 10-20 h.

引用

页码：2957 / 2961

页数：5

共 50 条

[21] Cobalt-Catalyzed Reductive Cross-Coupling Between Benzyl Chlorides and Aryl Halides
Pal, Suman
Chowdhury, Sushobhan
Rozwadowski, Elodie
Auffrant, Audrey
Gosmini, Corinne
ADVANCED SYNTHESIS & CATALYSIS, 2016, 358 (15) : 2431 - 2435
[22] New ligands for copper-catalyzed C-N coupling reactions with aryl halides
Chen, Dong
Yang, Kai
Xiang, Hua
Jiang, Sheng
TETRAHEDRON LETTERS, 2012, 53 (52) : 7121 - 7124
[23] A new ligand for copper-catalyzed amination of aryl halides to primary (hetero)aryl amines
Jiang, Shang
Dong, Xinrui
Qiu, Yatao
Chen, Dong
Wu, Xiaoxing
Jiang, Sheng
TETRAHEDRON LETTERS, 2020, 61 (13)
[24] Synthesis of Triarylphosphines via Cu-Catalyzed Coupling of Aryl Halides and Acylphosphines
Xu, Minghui
Zhu, Zhengping
Yi, Haojie
Zhu, Hong
Wang, Zhiqian
SYNTHESIS-STUTTGART, 2023, 55 (16): : 2586 - 2594
[25] Cobalt-catalyzed aminocarbonylation of (hetero)aryl halides promoted by visible light
Veatch, Alexander M.
Alexanian, Erik J.
CHEMICAL SCIENCE, 2020, 11 (27) : 7210 - 7213
[26] Synthesis of P-Stereogenic Phosphine Oxides via Nickel-Catalyzed Asymmetric Cross-Coupling of Secondary Phosphine Oxides with Alkenyl and Aryl Bromides
Wang, Chuanyong
Hu, Xiaobo
Xu, Cheng
Ge, Qiangqiang
Yang, Qingliang
Xiong, Jianqi
Duan, Wei-Liang
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2023, 62 (15)
[27] N,N′-Bisoxalamides Enhance the Catalytic Activity in Cu-Catalyzed Coupling of (Hetero)Aryl Bromides with Anilines and Secondary Amines
Bhunia, Subhajit
Kumar, S. Vijay
Ma, Dawei
JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (23) : 12603 - 12612
[28] Nickel-Catalyzed Reductive Cross-Coupling of (Hetero)Aryl Iodides with Fluorinated Secondary Alkyl Bromides
Li, Xuefei
Feng, Zhang
Jiang, Zhong-Xing
Zhang, Xingang
ORGANIC LETTERS, 2015, 17 (22) : 5570 - 5573
[29] Nickel-Catalyzed Reductive Cross-Coupling of Benzyl Halides with Aryl Halides
Zhang, Qingchen
Wang, Xuan
Qian, Qun
Gong, Hegui
SYNTHESIS-STUTTGART, 2016, 48 (17): : 2829 - 2836
[30] CuI/Oxalamide-Catalyzed Coupling Reaction of (Hetero)aryl Halides with Sodium Nitrite
Li, Sailuo
Ma, Dawei
JOURNAL OF ORGANIC CHEMISTRY, 2024, 89 (09) : 6626 - 6630

← 1 2 3 4 5 →