A general method for synthesis of Se-trifluoromethyl esters through Iron-catalyzed trifluoromethylselenolation of acid chlorides

被引：22

作者：

Wang, Junwen ^{[1
]}

Zhang, Mengjia ^{[1
]}

Weng, Zhiqiang ^{[1
]}

机构：

[1] Fuzhou Univ, Coll Chem, Fuzhou 350108, Fujian, Peoples R China

来源：

JOURNAL OF FLUORINE CHEMISTRY | 2017年 / 193卷

基金：

中国国家自然科学基金;

关键词：

Trifluoromethylselenolation; Acid chlorides; Se-trifluoromethyl esters; Copper; Iron; ARYL BORONIC ACIDS; ALKYL-HALIDES; COPPER; SELENOETHERS; REAGENTS; IODIDES; SULFUR; BONDS; MILD;

D O I：

10.1016/j.jfluchem.2016.11.006

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

A mild and efficient trifluoromethylselenolation of acid chlorides with [(bpy)Cu(SeCF3)](2) (1) in the presence of a catalytic amount of metallic iron powder is described. Easily available benzoyl chloride derivatives and alkyl acid chlorides are smoothly converted into the corresponding Se-trifluoromethyl esters in good to excellent yields. This simple transformation demonstrates a broad substrate scope with respect to acid chlorides, and is amenable to being carried out on gram scales. (C) 2016 Elsevier B.V. All rights reserved.

引用

页码：24 / 32

页数：9

共 50 条

[41] Synthesis of N-heteroaryl(trifluoromethyl)hydroxyalkanoic acid esters by highly efficient solid acid-catalyzed hydroxyalkylation of indoles and pyrroles with activated trifluoromethyl ketones
Abid, M
Török, B
ADVANCED SYNTHESIS & CATALYSIS, 2005, 347 (14) : 1797 - 1803
[42] Direct and Practical Synthesis of Primary Anilines through Iron-Catalyzed C-H Bond Amination
Legnani, Luca
Cerai, Gabriele Prina
Morandi, Bill
ACS CATALYSIS, 2016, 6 (12): : 8162 - 8165
[43] Phenanthridine Synthesis through Iron-Catalyzed Intramolecular N-Arylation of O-Acetyl Oxime
Deb, Indubhusan
Yoshikai, Naohiko
ORGANIC LETTERS, 2013, 15 (16) : 4254 - 4257
[44] Total Synthesis of (±)-Clavilactones A, B, and Proposed D through Iron-Catalyzed Carbonylation-Peroxidation of Olefin
Lv, Leiyang
Shen, Baojian
Li, Zhiping
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2014, 53 (16) : 4164 - 4167
[45] Synthesis of Alkenyl Sulfides Through the Iron-Catalyzed Cross-Coupling Reaction of Vinyl Halides with Thiols
Lin, Yun-Yung
Wang, Yu-Jen
Lin, Che-Hung
Cheng, Jun-Hao
Lee, Chin-Fa
JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (14): : 6100 - 6106
[46] Synthesis of Kroeurohnke pyridines through iron-catalyzed oxidative condensation/double alkynylation/amination cascade strategy
Gopalaiah, Kovuru
Choudhary, Renu
TETRAHEDRON, 2021, 98
[47] Bioinspired Iron-Catalyzed Dehydration of Aldoximes to Nitriles: A General N-O Redox-Cleavage Method
Gao, Hongjie
Chen, Jia-Yi
Peng, Zhiqiang
Feng, Lei
Tung, Chen-Ho
Wang, Wenguang
JOURNAL OF ORGANIC CHEMISTRY, 2022, 87 (16): : 10848 - 10857
[48] Iron-Catalyzed C(sp2)-H Alkylation of Indolines and Benzo[h]quinoline with Unactivated Alkyl Chlorides through Chelation Assistance
Jagtap, Rahul A.
Samal, Pragnya Paramita
Vinod, C. P.
Krishnamurty, Sailaja
Punji, Benudhar
ACS CATALYSIS, 2020, 10 (13): : 7312 - 7321
[49] An Efficient and General Iron-Catalyzed One-Pot Synthesis of Furans via a-Hydroxy Ketones and Activated Alkynes
Cao, Hua
Zhan, Haiying
Wu, Jianyong
Zhong, Haiping
Lin, Yuanguang
Zhang, Hong
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2012, 2012 (12) : 2318 - 2322
[50] Synthesis of 3-acylated indoles through iron-catalyzed oxidative coupling of indoles with α-amino carbonyl compounds
Yi, Niannian
Li, Jinxia
Zhang, Hao
Wang, Ruijia
Jiang, Jun
Deng, Wei
Zeng, Zebing
Xiang, Jiannan
SYNTHETIC COMMUNICATIONS, 2017, 47 (22) : 2062 - 2069

← 1 2 3 4 5 →