Copper catalyzed one-pot difluoroalkylation and lactonization of unsaturated carboxylic acids

被引：21
|
作者：
Yuan, Fangyuan [1 ]
Zhou, Sen [1 ]
Yang, Yanyan [1 ]
Guo, Minjie [2 ]
Tang, Xiangyang [1 ]
Wang, Guangwei [1 ]
机构：
[1] Tianjin Univ, Tianjin Key Lab Mol Optoelect Sci, Dept Chem, Sch Sci, Tianjin 300072, Peoples R China
[2] Tianjin Univ, Sch Pharmaceut Sci & Technol, Inst Mol Design & Synth, Tianjin 300072, Peoples R China
来源：
ORGANIC CHEMISTRY FRONTIERS | 2018年 / 5卷 / 22期
关键词：
GAMMA-BUTYROLACTONES; ALKENES; LACTONES; OXYTRIFLUOROMETHYLATION; FUNCTIONALIZATION;
D O I：
10.1039/c8qo00940f
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
gamma-Lactone is an important scaffold found in many natural products and biologically active compounds. A strategy for one-pot bi-functionalization of unsaturated carboxylic acids to afford difluoroalkylated -lactones using a Cu(i) catalyst has been reported. This protocol has the advantages of mild reaction conditions, a low-cost catalyst, and a broad substrate scope, which provides a convenient strategy for synthesizing various difluoroalkylated -lactones.
引用
收藏
页码：3306 / 3309
页数：4
相关论文
共 50 条
  • [31] Iron-catalyzed decarbonylative borylation enables the one-pot diversification of (Hetero) Aryl and alkyl carboxylic acids
    Wen, Qingru
    Chen, Shuo
    Shi, Chaoqun
    Chen, Shuai
    Ji, Yanru
    Guo, Jian
    Liu, Zhengli
    He, Yun
    Feng, Zhang
    [J]. CELL REPORTS PHYSICAL SCIENCE, 2022, 3 (08):
  • [32] Ligand-Free Copper-Catalyzed One-Pot Synthesis of Indole-2-carboxylic Esters
    Zhu, Zhiqiang
    Yuan, Jiangjun
    Zhou, Yirong
    Qin, Yang
    Xu, Jingshi
    Peng, Yiyuan
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2014, 2014 (03) : 511 - 514
  • [33] Unsaturated carboxylic acids in the one-pot synthesis of novel derivatives of 3,4-dihydro-2H-thiopyran
    Ekaterina А. Merkulova
    Aleksei V. Kolobov
    Konstantin L. Ovchinnikov
    Victor N. Khrustalev
    Valentine G. Nenajdenko
    [J]. Chemistry of Heterocyclic Compounds, 2021, 57 : 245 - 252
  • [34] Unsaturated carboxylic acids in the one-pot synthesis of novel derivatives of 3,4-dihydro-2H-thiopyran
    Merkulova, Ekaterina A.
    Kolobov, Aleksei V.
    Ovchinnikov, Konstantin L.
    Khrustalev, Victor N.
    Nenajdenko, Valentine G.
    [J]. CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2021, 57 (03) : 245 - 252
  • [35] One-pot copper-catalyzed synthesis of N-functionalized pyrazoles from boronic acids
    Beveridge, Ramsay E.
    Fernando, Dilinie
    Gerstenberger, Brian S.
    [J]. TETRAHEDRON LETTERS, 2010, 51 (38) : 5005 - 5008
  • [36] Palladium-Catalyzed Alkynylative Lactonization of Unsaturated Bicyclic Carboxylic Acids: Synthesis of Fused Polycyclic γ-Lactone Compounds
    Sun, Ning
    Li, Yibiao
    Yin, Gengming
    Jiang, Shaohua
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2013, 2013 (13) : 2541 - 2544
  • [37] Access to Alkyl-Substituted Lactone via Photoredox-Catalyzed Alkylation/Lactonization of Unsaturated Carboxylic Acids
    Sha, Wanxing
    Ni, Shengyang
    Han, Jianlin
    Pan, Yi
    [J]. ORGANIC LETTERS, 2017, 19 (21) : 5900 - 5903
  • [38] Nickel-Catalyzed Direct Carboxylation of Olefins with CO2: One-Pot Synthesis of α,β-Unsaturated Carboxylic Acid Salts
    Huguet, Nuria
    Jevtovikj, Ivana
    Gordillo, Alvaro
    Lejkowski, Michael L.
    Lindner, Ronald
    Bru, Miriam
    Khalimon, Andrey Y.
    Rominger, Frank
    Schunk, Stephan A.
    Hofmann, Peter
    Limbach, Michael
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2014, 20 (51) : 16858 - 16862
  • [39] Copper-Catalyzed Difluoromethylation of ß,?-Unsaturated Carboxylic Acids: An Efficient Allylic Difluoromethylation
    He, Zhengbiao
    Hu, Mingyou
    Luo, Tao
    Li, Lingchun
    Hu, Jinbo
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (46) : 11545 - 11547
  • [40] Iodine-Catalyzed One-Pot Synthesis of α-Ketoamides from Unsaturated Hydrocarbons
    Ren, Xiangwei
    Wang, Guangwei
    Tang, Xiangyang
    Zhao, Wentao
    [J]. CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2015, 35 (08) : 1733 - 1738
12345