Direct Synthesis of Disubstituted Trifluoromethylthiolated Alkenes

被引:6
|
作者
Fichez, Jeanne [1 ]
Dupommier, Dorian [1 ]
Besset, Tatiana [1 ]
机构
[1] Normandie Univ, CNRS, UNIROUEN, COBRA,UMR 6014,INSA Rouen, F-76000 Rouen, France
来源
SYNTHESIS-STUTTGART | 2022年 / 54卷 / 17期
基金
欧洲研究理事会;
关键词
trifluoromethylthiolation; synthetic methodologies; organofluorine chemistry; disubstituted olefins; homogeneous catalysis; transition-metal-free reactions; PALLADIUM-CATALYZED TRIFLUOROMETHYLTHIOLATION; C-H TRIFLUOROMETHYLTHIOLATION; HYPERVALENT IODINE REAGENT; BORONIC ACIDS; ELECTROPHILIC TRIFLUOROMETHYLTHIOLATION; SILVER(I) TRIFLUOROMETHANETHIOLATE; IODONIUM YLIDE; COPPER; ARYL; FLUORINE;
D O I
10.1055/s-0040-1719891
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In the field of organofluorine chemistry, the quest for emergent fluorinated groups is in high demand. In particular, the scientific community has shown special interest in the SCF3 residue thanks to its unique properties. Indeed, over the last decade, the SCF3 group has become a pivotal fluorinated moiety, as demonstrated by several SCF3- containing compounds of interest, and, related to that, the steadily increasing number of synthetic methods that are available to access such molecules. In this Short Review, the main advances made for the synthesis of trifluoromethylthiolated disubstituted alkenes will be discussed and highlighted. © 2022 Georg Thieme Verlag. All rights reserved.
引用
收藏
页码:3761 / 3770
页数:10
相关论文
共 50 条
  • [31] Synthesis of α-Trifluoromethylthiolated and α-Thiocyanated Ketones Using Umpoled Enolates
    Xia, Xiaowen
    Chen, Bocheng
    Zeng, Xiaojun
    Xu, Bo
    ADVANCED SYNTHESIS & CATALYSIS, 2018, 360 (22) : 4429 - 4434
  • [32] Synthesis of aryl allylic fluorides by direct electrophilic fluorination of alkenes
    Luo, Hai-Qing
    Loh, Teck-Peng
    TETRAHEDRON LETTERS, 2009, 50 (14) : 1554 - 1556
  • [33] DIRECT SYNTHESIS OF MONOSUBSTITUTED AND DISUBSTITUTED PHOSPHORUS LIGAND DERIVATIVES OF DODECACARBONYLTETRAIRIDIUM
    STUNTZ, GF
    SHAPLEY, JR
    INORGANIC CHEMISTRY, 1976, 15 (08) : 1994 - 1996
  • [34] Selective monoisomerization of alkenes to (E)-disubstituted and trisubstituted alkenes using a bifunctional catalyst
    Larsen, Casey R.
    Grotjahn, Douglas B.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2010, 239
  • [35] Synthesis of functionalized 5,5-disubstituted isoxazolines via 1,3-dipolar cycloaddition reactions of geminal disubstituted alkenes
    Hamme, AT
    Xu, JP
    Wang, J
    Cook, T
    Ellis, E
    HETEROCYCLES, 2005, 65 (12) : 2885 - 2892
  • [36] Palladium Catalyzed Cyclizations of Oxime Esters with 1,2-Disubstituted Alkenes: Synthesis of Dihydropyrroles
    Race, Nicholas J.
    Bower, John F.
    ORGANIC LETTERS, 2013, 15 (17) : 4616 - 4619
  • [37] Palladium catalyzed cyclizations of oxime esters with 1,1-disubstituted alkenes: synthesis of α,α-disubstituted dihydropyrroles and studies towards an asymmetric protocol
    Faulkner, Adele
    Scott, James S.
    Bower, John F.
    CHEMICAL COMMUNICATIONS, 2013, 49 (15) : 1521 - 1523
  • [38] Solid phase synthesis of 1,2-disubstituted alkenes: A novel alkynyldihydropyridine to alkenylpyridine isomerization
    Chen, CX
    Wang, BW
    Munoz, B
    SYNLETT, 2003, (15) : 2404 - 2406
  • [39] Synthesis of 3,3-Disubstituted Heterocycles by Pd-Catalyzed Arylallylation of Unactivated Alkenes
    Phillips, David
    Hewitt, Joanne F. M.
    France, David J.
    ACS OMEGA, 2018, 3 (07): : 8451 - 8459
  • [40] Hydroformylation of ω-functionalized 1,1-disubstituted alkenes and its use toward the synthesis of (±)muscone
    Takahashi, T
    Machida, K
    Kido, Y
    Nagashima, K
    Ebata, S
    Doi, T
    CHEMISTRY LETTERS, 1997, (12) : 1291 - 1292