Iron-catalyzed aerobic difunctionalization of alkenes: a highly efficient approach to construct oxindoles by C-S and C-C bond formation

被引：157

作者：

Shen, Tao ^{[1
]}

Yuan, Yizhi ^{[1
]}

Song, Song ^{[1
]}

Jiao, Ning ^{[1
,2
]}

机构：

[1] Peking Univ, State Key Lab Nat & Biomimet Drugs, Beijing 100191, Peoples R China

[2] Chinese Acad Sci, State Key Lab Organometall Chem, Shanghai 200032, Peoples R China

来源：

CHEMICAL COMMUNICATIONS | 2014年 / 50卷 / 31期

基金：

美国国家科学基金会;

关键词：

ACTIVATED ALKENES; CARBOCYCLIZATION; ROUTE;

D O I：

10.1039/c4cc00401a

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A novel iron-catalyzed efficient approach to construct sulfonecontaining oxindoles, which play important roles in the structural library design and drug discovery, has been developed. The use of readily available benzenesulfinic acids, an inexpensive iron salt as the catalyst, and air as the oxidant makes this sulfur incorporation protocol very efficient and practical.

引用

页码：4115 / 4118

页数：4

共 50 条

[21] Iron-Catalyzed Aerobic Oxidation of Allylic Alcohols: The Issue of C=C Bond Isomerization
Liu, Jinxian
Ma, Shengming
ORGANIC LETTERS, 2013, 15 (20) : 5150 - 5153
[22] A sustainable iron-catalyzed aerobic oxidative C-C and C-O bond cleavage of a lignin model to phenol and methyl benzoate
Guo, Shaoyuan
Tong, Xinli
Meng, Lingwu
Yang, Guobao
CATALYSIS SCIENCE & TECHNOLOGY, 2023, 13 (06) : 1748 - 1754
[23] Iron-Catalyzed C-C Bond Cleavage of Oximes for Direct Coupling of Benzothiazole in Water
Zhou, Wuxin
Long, Yang
Xiang, Haifeng
Xu, Buyi
Zhou, Xiangge
JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (07): : 4875 - 4879
[24] Iron-Catalyzed Asymmetric Hydrosilylation of Vinylcyclopropanes via Stereospecific C-C Bond Cleavage
Chen, Chenhui
Wang, Hongliang
Sun, Yufeng
Cui, Jiayan
Xie, Jianbo
Shi, Yang
Yu, Shijia
Hong, Xin
Lu, Zhan
ISCIENCE, 2020, 23 (04)
[25] Iron-Catalyzed Thiolation and Selenylation of Cycloalkyl Hydroperoxides via C-C Bond Cleavage
Sun, Qing-Xin
Chen, He
Liu, Shuai
Wang, Xiao-Qiang
Duan, Xin-Hua
Guo, Li-Na
JOURNAL OF ORGANIC CHEMISTRY, 2021, 86 (17): : 11987 - 11997
[26] Iron-catalyzed direct difunctionalization of alkenes with dioxygen and sulfinic acids: a highly efficient and green approach to β-ketosulfones
Wei, Wei
Wen, Jiangwei
Yang, Daoshan
Wu, Min
You, Jinmao
Wang, Hua
ORGANIC & BIOMOLECULAR CHEMISTRY, 2014, 12 (39) : 7678 - 7681
[27] Manganese-catalyzed regiospecific sp3 C-S bond formation through C-C bond cleavage of cyclobutanols
Ren, Rongguo
Wu, Zhen
Zhu, Chen
CHEMICAL COMMUNICATIONS, 2016, 52 (52) : 8160 - 8163
[28] Synthesis of Functionalized Dibenzothiophenes - An Efficient Three-Step Approach Based on Pd-Catalyzed C-C and C-S Bond Formations
Jepsen, Tue Heesgaard
Larsen, Mogens
Jorgensen, Morten
Solanko, Katarzyna A.
Bond, Andrew D.
Kadziola, Anders
Nielsen, Mogens Brondsted
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2011, 2011 (01) : 53 - 57
[29] Merging base-promoted C-C bond cleavage and iron-catalyzed skeletal rearrangement involving C-C/C-H bond activation: synthesis of highly functionalized carbazoles
Kong, Lingkai
Wang, Mengdan
Wang, Ye
Song, Bo
Yang, Yajie
Yao, Qiyi
Li, Yanzhong
CHEMICAL COMMUNICATIONS, 2018, 54 (78) : 11009 - 11012
[30] Iron-Catalyzed Synthesis of Substituted Thiazoles from Enamines and Elemental Sulfur through C-S Bond Formation
Wu, Mingzhong
Jiang, Yong
An, Zhenyu
Qi, Zhenjie
Yan, Rulong
ADVANCED SYNTHESIS & CATALYSIS, 2018, 360 (21) : 4236 - 4240

← 1 2 3 4 5 →