N-Fluorobenzenesulfonimide (NFSI) analogs with deprotectable substituents: synthesis of β-fluoroamines via catalytic aminofluorination of styrenes

被引：2

作者：

Ito, Yuki ^{[1
]}

Adachi, Akiya ^{[1
]}

Aikawa, Kohsuke ^{[1
]}

Nozaki, Kyoko ^{[2
]}

Okazoe, Takashi ^{[1
,3
]}

机构：

[1] Univ Tokyo, Grad Sch Engn, Dept Chem & Biotechnol, 2-11-16 Yayoi,Bunkyo Ku, Tokyo 1138656, Japan

[2] Univ Tokyo, Grad Sch Engn, Dept Chem & Biotechnol, 7-3-1 Hongo,Bunkyo Ku, Tokyo 1138656, Japan

[3] AGC Inc, Yokohama Tech Ctr, 1-1 Suehiro Cho,Tsurumi Ku, Yokohama 2300045, Japan

来源：

CHEMICAL COMMUNICATIONS | 2023年 / 59卷 / 60期

关键词：

C-H IMIDATION; INTERMOLECULAR AMINOFLUORINATION; FLUORINATION; STRATEGIES; ALKENES; REAGENT; OLEFINS; ACCESS;

D O I：

10.1039/d3cc02292g

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

The palladium-catalyzed aminofluorination of styrenes using novel N-fluorobenzenesulfonimide (NFSI) derivatives with deprotectable substituents, and the selective deprotection and transformation of the resulting products into amines under mild reaction conditions are herein disclosed.

引用

页码：9195 / 9198

页数：5

共 6 条

[1] Decarboxylative fluorination of β-Ketoacids with N-fluorobenzenesulfonimide (NFSI) for the synthesis of α-fluoroketones: Substrate scope and mechanistic investigation
Zhang, Rui
Ni, Chuanfa
He, Zhengbiao
Hu, Jinbo
JOURNAL OF FLUORINE CHEMISTRY, 2017, 203 : 166 - 172
[2] Selective synthesis of sulfoxides and sulfones via controllable oxidation of sulfides with N-fluorobenzenesulfonimide
Xu, Xiaobo
Yan, Leyu
Wang, Shengqiang
Wang, Panpan
Yang, A-Xiu
Li, Xiaolong
Lu, Hao
Cao, Zhong-Yan
ORGANIC & BIOMOLECULAR CHEMISTRY, 2021, 19 (40) : 8691 - 8695
[3] Divergent Synthesis of Allenylsulfonamide and Enaminonesulfonamide via In(III)-Catalyzed Couplings of Propargylamine and N-Fluorobenzenesulfonimide
Samanta, Sadhanendu
Hajra, Alakananda
JOURNAL OF ORGANIC CHEMISTRY, 2018, 83 (21): : 13157 - 13165
[4] Sultam Synthesis via Cu-Catalyzed Intermolecular Carboamination of Alkenes with N-Fluorobenzenesulfonimide
Kaneko, Keiichi
Yoshino, Tatsuhiko
Matsunaga, Shigeki
Kanai, Motomu
ORGANIC LETTERS, 2013, 15 (10) : 2502 - 2505
[5] Synthesis of Aryl(Difluoromethylenephosphonates) via Electrophilic Fluorination of a-Carbanions of Benzylic Phosphonates with N-Fluorobenzenesulfonimide
Taylor, S. D.
Kotoris, C. C.
Dinaut, A. N.
Chen, M.-J.
Tetrahedron, 54 (09):
[6] Metal-free sulfonylation of arenes with N-fluorobenzenesulfonimide via cleavage of S-N bonds: expeditious synthesis of diarylsulfones
Zhang, Xiaohui
Feng, Yueji
Tuo, Yanyan
Zheng, Qing-Zhong
ORGANIC & BIOMOLECULAR CHEMISTRY, 2022, 20 (04) : 768 - 772

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