Copper-catalyzed oxidative sp3 C-H bond arylation with aryl boronic acids

被引：159

作者：

Basle, Olivier ^{[1
]}

Li, Chao-Jun ^{[1
]}

机构：

[1] McGill Univ, Dept Chem, Montreal, PQ H3A 2K6, Canada

来源：

ORGANIC LETTERS | 2008年 / 10卷 / 17期

基金：

加拿大自然科学与工程研究理事会;

关键词：

D O I：

10.1021/ol8012588

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient method was developed for arylation of sp(3) C-H bonds using copper bromide as catalyst in absence of directing group with arylboronic acids. The oxidative arylation provides easy access to biologically active tetrahydroisoquinoline derivatives and can either use peroxide or molecular oxygen as oxidant.

引用

页码：3661 / 3663

页数：3

共 50 条

[21] Direct Sulfoxidation of Aromatic Methyl Thioethers with Aryl Halides by Copper-Catalyzed C(sp3)-H Bond Activation
Xu, Runsheng
Zhu, Yueer
Xiong, Feixiang
Tong, Suli
[J]. CATALYSTS, 2019, 9 (01)
[22] Copper-catalyzed remote C(sp3)–H azidation and oxidative trifluoromethylation of benzohydrazides
Xu Bao
Qian Wang
Jieping Zhu
[J]. Nature Communications, 10
[23] Copper-Catalyzed Oxidative Benzylic C(sp3)-H Cyclization for the Synthesis of β-Lactams
Nozawa-Kumada, Kanako
Saga, Satoshi
Matsuzawa, Yuta
Hayashi, Masahito
Shigeno, Masanori
Kondo, Yoshinori
[J]. CHEMISTRY-A EUROPEAN JOURNAL, 2020, 26 (20) : 4496 - 4499
[24] Direct copper-catalyzed oxidative trifluoromethylthiolation of aryl boronic acids with AgSCF3
Wu, Wei
Wang, Biyun
Ji, Xinfei
Cao, Song
[J]. ORGANIC CHEMISTRY FRONTIERS, 2017, 4 (07): : 1299 - 1303
[25] Copper-catalyzed amidation of Sp3 C-H bonds adjacent to a nitrogen atom
Zhang, Yongming
Fu, Hua
Jiang, Yuyang
Zhao, Yufen
[J]. ORGANIC LETTERS, 2007, 9 (19) : 3813 - 3816
[26] Copper-catalyzed remote C(sp3)-H azidation and oxidative trifluoromethylation of benzohydrazides
Bao, Xu
Wang, Qian
Zhu, Jieping
[J]. NATURE COMMUNICATIONS, 2019, 10 (1)
[27] Copper-catalyzed SP3 C-H etherification via acyl protected phenols
Salvador, Tolani
Arnett-Guardado, Carlos
Sapiezynski, Nicholas
Warren, Timothy
[J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2015, 250
[28] Pd-catalyzed arylation of Sp3 C-H bonds
Daugulis, Olafs
Khan, Rana Kashif M.
[J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2007, 233 : 132 - 132
[29] Rhodium-catalyzed regioselective direct C-H arylation of indoles with aryl boronic acids
Wang, Liang
Qu, Xing
Li, Zhan
Peng, Wang-Ming
[J]. TETRAHEDRON LETTERS, 2015, 56 (24) : 3754 - 3757
[30] Thioamide directed iridium(i)-catalyzed C-H arylation of ferrocenes with aryl boronic acids
Ban, Yan
Wang, Yingxin
Li, Hao
Wang, Yan
Li, Dianjun
Yang, Jinhui
[J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2022, 20 (29) : 5759 - 5763

← 1 2 3 4 5 →