Alkyl Esterification of Vinylarenes Enabled by Visible-Light-Induced Decarboxylation

被引：40

作者：

Ge, Liang ^{[1
]}

Li, Yajun ^{[1
]}

Jian, Wujun ^{[1
]}

Bao, Hongli ^{[1
]}

机构：

[1] Univ Chinese Acad Sci, Fujian Inst Res Struct Matter, Key Lab Coal Ethylene Glycol & Its Related Techno, State Key Lab Struct Chem, 155 Yangqiao Rd West, Fuzhou 350002, Fujian, Peoples R China

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2017年 / 23卷 / 49期

关键词：

alkyl esterification; carboxylic acids; photocatalysis; vinylarenes; visible light; REDOX-ACTIVE ESTERS; CATALYZED INTERMOLECULAR TRIFLUOROMETHYLARYLATION; HYPERVALENT IODINE REAGENTS; PHOTOREDOX CATALYSIS; MERGING PHOTOREDOX; DIACYL PEROXIDES; CARBOXYLIC-ACIDS; NICKEL CATALYSIS; ORGANIC-SYNTHESIS; ACYL PEROXIDES;

D O I：

10.1002/chem.201702385

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

A decarboxylative alkyl esterification of vinylarenes induced by visible light is described. A variety of alkyl diacyl peroxides synthesized from readily available aliphatic carboxylic acids are used as not only the oxygenation but also alkylation source. This simple and easy to handle reaction has a wide substrate scope, excellent yields, and works under mild reaction conditions. Carbon dioxide is the sole byproduct. An oxidative quenching process is proposed as the mechanism.

引用

页码：11767 / 11770

页数：4

共 50 条

[21] Preparation of Oxindoles via Visible-Light-Induced Amination/Cyclization of Arylacrylamides with Alkyl Amines
Wang, Yu-Zhao
Lin, Wu-Jie
Zou, Jian-Yu
Yu, Wei
Liu, Xue-Yuan
ADVANCED SYNTHESIS & CATALYSIS, 2020, 362 (15) : 3116 - 3120
[22] Visible-Light-Induced C-H Bond Aminoalkylation of Heterocycles by the Decarboxylation Coupling of Amino Acids
Li, Yifan
Dai, Changhui
Xie, Shentong
Liu, Ping
Sun, Peipei
ORGANIC LETTERS, 2021, 23 (15) : 5906 - 5910
[23] δ-Selective Functionalization of Alkanols Enabled by Visible-Light-Induced Ligand-to-Metal Charge Transfer
Hu, Anhua
Guo, Jing-Jing
Pan, Hui
Tang, Haoming
Gao, Zhaobo
Zuo, Zhiwei
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2018, 140 (05) : 1612 - 1616
[24] Visible-Light-Induced Intermolecular Trifluoromethyl Heteroarylation of Vinyl Ethers for the Syntheses of β-Trifluoromethyl Alkyl Thiochromones
Zhao, Shen
Zhu, Pingliang
Xu, Baolong
Ling, Shaowen
Zhang, Lizhi
Sun, Feng-Gang
JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (13): : 9283 - 9292
[25] Visible-light-induced ligand to metal charge transfer excitation enabled phosphorylation of aryl halides
Hou, Hong
Zhou, Bing
Wang, Jiawei
Sun, Duhao
Yu, Huaguang
Chen, Xiaoyun
Han, Ying
Shi, Yaocheng
Yan, Chaoguo
Zhu, Shaoqun
CHEMICAL COMMUNICATIONS, 2021, 57 (46) : 5702 - 5705
[26] Visible-Light-Induced Acylative Pyridylation of Styrenes
Zhang, Zhiqin
Wang, Jianwei
Yu, Chenfeng
Tan, Jiajing
Du, Hongguang
Chen, Ning
ORGANIC LETTERS, 2024, 26 (22) : 4727 - 4732
[27] Visible-Light-Induced Oxidative Carboazidation of Arylacrylamides
Pei, Congcong
Liu, Yanpeng
Chen, Xiaoyu
Li, Jingya
Zou, Dapeng
Wu, Yangjie
Wu, Yusheng
ADVANCED SYNTHESIS & CATALYSIS, 2023, 365 (06) : 860 - 864
[28] Visible-Light-Induced Iminothiolation of Unactivated Alkenes
Wang, Ding-Xing
Cai, Sai-Hu
Liu, Haidong
Ye, Lu
Zhu, Chuan
Feng, Chao
ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2021, 10 (06) : 1386 - 1389
[29] Visible-Light-Induced Trifluoromethylation of Allylic Alcohols
Li, Bowen
Zeng, Wubing
Wang, Lin
Geng, Zhishuai
Loh, Teck-Peng
Xie, Peizhong
ORGANIC LETTERS, 2021, 23 (13) : 5235 - 5240
[30] Visible-Light-Induced Acetalization of Aldehydes with Alcohols
Yi, Hong
Niu, Linbin
Wang, Shengchun
Liu, Tianyi
Singh, Atul K.
Lei, Aiwen
ORGANIC LETTERS, 2017, 19 (01) : 122 - 125

← 1 2 3 4 5 →