Trifluoromethylation and Monofluoroalkenylation of Alkenes through Radical-Radical Cross-Coupling

被引：30

作者：

Wang, Qiang ^{[1
]}

Qu, Yi ^{[1
]}

Tian, Hao ^{[1
]}

Liu, Yuxiu ^{[1
]}

Song, Hongjian ^{[1
]}

Wang, Qingmin ^{[1
]}

机构：

[1] Nankai Univ, Collaborat Innovat Ctr Chem Sci & Engn Tianjin, Res Inst Elementoorgan Chem, State Key Lab Elementoorgan Chem,Coll Chem, Tianjin 300071, Peoples R China

来源：

CHEMISTRY-A EUROPEAN JOURNAL | 2019年 / 25卷 / 37期

基金：

中国国家自然科学基金;

关键词：

late-stage functionalization; monofluoroalkenylation; photoredox; radical coupling; trifluoromethylation; PHOTOREDOX-CATALYZED TRIFLUOROMETHYLATION; UNACTIVATED ALKENES; FLUORINE; HYDROTRIFLUOROMETHYLATION; STYRENES; PERFLUOROALKYLATION; EFFICIENT; ANALOGS; OLEFINS; BATCH;

D O I：

10.1002/chem.201901349

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The first visible-light-induced trifluoromethylation and monofluoroalkenylation of simple alkenes via a challenging radical-radical cross-coupling step was achieved. This method provided a mild, step-economical and redox-neutral route to privileged two different fluorinated difunctionalized allyl compounds. The utility of this method is illustrated by late-stage modification of medically important molecules.

引用

页码：8686 / 8690

页数：5

共 50 条

[1] Monofluoroalkenylation of Dimethylamino Compounds through Radical-Radical Cross-Coupling
Xie, Jin
Yu, Jintao
Rudolph, Matthias
Rominger, Frank
Hashmi, A. Stephen K.
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (32) : 9416 - 9421
[2] Generation and Radical-Radical Cross-Coupling of Alkenyloxy Radical
Man, Yunquan
Xu, Bo
[J]. ORGANIC LETTERS, 2024, 26 (12) : 2456 - 2461
[3] Photoredox-catalyzed three-component carbotrifluoromethylation of alkenes via radical-radical cross-coupling
Tang, Lin
Lv, Ge
Wu, Taijun
Zhang, Lufang
Wang, Xiaoyu
Jia, Fengjuan
Zhou, Qiuju
Zou, Guodong
[J]. ORGANIC CHEMISTRY FRONTIERS, 2024, 11 (17): : 4708 - 4715
[4] Radical-Radical Cross-Coupling for C-S Bond Formation
Huang, Zhiliang
Zhang, Dongchao
Qi, Xiaotian
Yan, Zhiyuan
Wang, Mengfan
Yang, Haiming
Lei, Aiwen
[J]. ORGANIC LETTERS, 2016, 18 (10) : 2351 - 2354
[5] Asymmetric Radical-Radical Cross-Coupling through Visible-Light-Activated Iridium Catalysis
Wang, Chuanyong
Qin, Jie
Shen, Xiaodong
Riedel, Radostan
Harms, Klaus
Meggers, Eric
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2016, 55 (02) : 685 - 688
[6] Formation of a Decanuclear Organometallic Dysprosium Complex via a Radical-Radical Cross-Coupling Reaction
Bajaj, Neha
Kitos, Alexandros A.
Mavragani, Niki
Loutsch, Nathan R.
Vlaisavljevich, Bess
Murugesu, Muralee
[J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2024,
[7] Photoredox-Neutral Radical-Radical Cross-Coupling of Isatins and Benzyl Carboxylic Acids
Dong, Chun-Lin
Liu, Han-Chi
Guan, Zhi
He, Yan-Hong
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2024, 89 (15): : 10929 - 10938
[8] Photoredox-Catalyzed Radical-Radical Cross-Coupling of Sulfonyl Chlorides with Trifluoroborate Salts
Liu, Sheng-Ping
He, Yan-Hong
Guan, Zhi
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (15): : 11161 - 11172
[9] Alternating Current Promoted Radical-Radical Cross Coupling
Chen Na
Xu Hai-Chao
[J]. CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2022, 42 (02) : 650 - 651
[10] Theoretical Study of Ni-Catalyzed C-N Radical-Radical Cross-Coupling
Liu, Song
Qi, Xiaotian
Bai, Ruopeng
Lan, Yu
[J]. JOURNAL OF ORGANIC CHEMISTRY, 2019, 84 (06): : 3321 - 3327

← 1 2 3 4 5 →