Nickel-Catalyzed Suzuki-Miyaura Coupling of Heteroaryl Ethers with Arylboronic Acids

被引：57

作者：

Li, Xiao-Jian

Zhang, Jin-Ling

Geng, Yu

Jin, Zhong ^{[1
]}

机构：

[1] Nankai Univ, State Key Lab, Tianjin 300071, Peoples R China

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2013年 / 78卷 / 10期

基金：

中国国家自然科学基金;

关键词：

ARYL CARBON-OXYGEN; ORGANOBORON COMPOUNDS; ANILINE DERIVATIVES; BOND FORMATION; BORONIC ACIDS; ACTIVATION; ESTERS; 2-CHLORO-4,6-DIMETHOXY-1,3,5-TRIAZINE; ELECTROPHILES; CONSTRUCTION;

D O I：

10.1021/jo4005537

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Nickel-catalyzed Suzuki-Miyaura coupling of heteroaryl ethers with arylboronic acids was described. Selective activation of the phenol C-O bonds was achieved by converting them into the corresponding aryl 2,4-dimethoxy-1,3,5-triazine-6-yl ethers, in which aryl C-O bond could be selectively cleaved with inexpensive, air-stable NiCl2(dppf) as a catalyst. Coupling of these readily accessible heteroaryl ethers proved tolerant of extensive functional groups.

引用

页码：5078 / 5084

页数：7

共 50 条

[1] "Naked Nickel"-Catalyzed Heteroaryl-Heteroaryl Suzuki-Miyaura Coupling
Saeb, Rakan
Roh, Byeongdo
Cornella, Josep
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2025,
[2] Nickel-Catalyzed One-Pot Suzuki-Miyaura Cross-Coupling of Phenols and Arylboronic Acids Mediated by N,N-Ditosylaniline
Chen, Liangshun
Lang, Hongyue
Fang, Lei
Zhu, Mengyun
Liu, Jinqian
Yu, Jianjun
Wang, Limin
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 2014 (23) : 4953 - 4957
[3] Nickel-Catalyzed Desulfitative Suzuki-Miyaura Cross-Coupling of N,N-Disulfonylmethylamines and Arylboronic Acids
Chen, Liangshun
Lang, Hongyue
Fang, Lei
Yu, Jianjun
Wang, Limin
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 2014 (29) : 6385 - 6389
[4] Nickel-Catalyzed Suzuki-Miyaura Coupling of Aliphatic Amides
Boit, Timothy B.
Weires, Nicholas A.
Kim, Junyong
Garg, Neil K.
ACS CATALYSIS, 2018, 8 (02): : 1003 - 1008
[5] Palladium-catalyzed Suzuki-Miyaura coupling of aryl sulfamates with arylboronic acids
Wang, Zhan-Yong
Ma, Qin-Na
Li, Ren-Hao
Shao, Li-Xiong
ORGANIC & BIOMOLECULAR CHEMISTRY, 2013, 11 (45) : 7899 - 7906
[6] Nickel Hydroxo Complexes as Intermediates in Nickel-Catalyzed Suzuki-Miyaura Cross-Coupling
Christian, Alec H.
Mueller, Peter
Monfette, Sebastien
ORGANOMETALLICS, 2014, 33 (09) : 2134 - 2137
[7] Nickel-Catalyzed Suzuki-Miyaura Reaction of Aryl Fluorides
Tobisu, Mamoru
Xu, Tian
Shimasaki, Toshiaki
Chatani, Naoto
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2011, 133 (48) : 19505 - 19511
[8] Suzuki-Miyaura coupling of arylboronic acids to gold(III)
Maity, Ayan
Sulicz, Amanda N.
Deligonul, Nihal
Zeller, Matthias
Hunter, Allen D.
Gray, Thomas G.
CHEMICAL SCIENCE, 2015, 6 (02) : 981 - 986
[9] Nickel-catalyzed Suzuki-Miyaura type cross-coupling reactions of (2,2-difluorovinyl)benzene derivatives with arylboronic acids
Xiong, Yang
Huang, Tao
Ji, Xinfei
Wu, Jingjing
Cao, Song
ORGANIC & BIOMOLECULAR CHEMISTRY, 2015, 13 (27) : 7389 - 7392
[10] Nickel-catalyzed Suzuki-Miyaura cross-coupling of C-F bonds
Zhang, Tianhao
Nohira, Itsuki
Chatani, Naoto
ORGANIC CHEMISTRY FRONTIERS, 2021, 8 (14) : 3783 - 3787

← 1 2 3 4 5 →