Recent Advances in the Trifluoromethylation Reactions of Isonitriles To Construct CF 3 -Substituted N-Heterocycles

被引:4
|
作者
Aradi, Klara [1 ]
Kiss, Lorand [1 ]
机构
[1] Res Ctr Nat Sci, Inst Organ Chem, Stereochem Res Grp, Magyar Tudosok krt 2, H-1117 Budapest, Hungary
来源
SYNTHESIS-STUTTGART | 2023年 / 55卷 / 12期
关键词
fluorine; functionalization; isonitriles; selectivity; trifluoromethylation; isocyanides; RADICAL TRIFLUOROMETHYLATION; ISOCYANIDES; DERIVATIVES; 6-TRIFLUOROMETHYL-PHENANTHRIDINES; 1-TRIFLUOROMETHYLISOQUINOLINES; 2-ISOCYANOBIPHENYLS; ORGANOFLUORINE; CYCLIZATION; GENERATION; FLUORINE;
D O I
10.1055/a-2020-9090
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Due to the increasing need for fluorine-containing drugs, the synthesis of organofluorine scaffolds has become a highly researched area of synthetic organic chemistry. The introduction of the trifluoromethyl group into the structure of an organic molecule has considerable potential and several advantages concerning the characteristics of the fluorinated pharmaceuticals. The incorporation of a CF3 group at multiple bonds containing a nitrogen heteroatom is a relatively new field and currently it is an expanding area of synthetic chemistry. This short review summarizes, for the first time, recent developments in trifluoromethylation reactions of isonitriles.1 Introduction2 Trifluoromethylation Reactions of Isonitriles2.1 Synthesis of Trifluoromethylated Phenanthridine Derivatives 2.2 Synthesis of Trifluoromethylated Quinoline Derivatives2.3 Synthesis of Trifluoromethylated Isoquinoline Derivatives2.4 Synthesis of Trifluoromethylated Indole Derivatives2.5 Synthesis of Trifluoromethylated Pyridine Derivatives3 Summary and Outlook
引用
收藏
页码:1834 / 1843
页数:10
相关论文
共 50 条
  • [31] Recent advances in N-heterocycles synthesis through catalytic C-H functionalization of azobenzenes
    Mishra, Neeraj Kumar
    Park, Jihye
    Oh, Hyunjung
    Han, Sang Hoon
    Kim, In Su
    TETRAHEDRON, 2018, 74 (47) : 6769 - 6794
  • [32] Recent Advances in the Applications of Ionic Liquids for the Synthesis of Bioactive Six-Membered N-Heterocycles
    Yadav, Jhillu S.
    Antony, Aneesh
    Reddy, B. V. Subba
    CURRENT ORGANIC SYNTHESIS, 2011, 8 (06) : 787 - 809
  • [33] Synthesis of Phosphorus(V)-Substituted Six-Membered N-Heterocycles: Recent Progress and Challenges
    Volkova, Yulia
    Zavarzin, Igor
    MOLECULES, 2023, 28 (06):
  • [34] Reactions of rhodium and iridium salts with multidentate N-heterocycles
    Gayathri, V
    Leelamani, EG
    Gowda, NMN
    Reddy, GKN
    POLYHEDRON, 1997, 16 (07) : 1169 - 1176
  • [35] Reactions of rhodium and iridium salts with multidentate N-heterocycles
    Gayathri, V.
    Leelamani, E. G.
    Gowda, N. M. N.
    Reddy, G. K. N.
    Polyhedron, 16 (07):
  • [36] Recent Advances in the Synthesis of CF3-Substituted Triazoles and Tetrazoles
    Zhang, Faguang
    Peng, Xing
    Ma, Jun'an
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2019, 39 (01) : 109 - 116
  • [37] Recent advances in transition metal-mediated trifluoromethylation reactions
    Mandal, Debasish
    Maji, Suman
    Pal, Tanay
    Sinha, Soumya Kumar
    Maiti, Debabrata
    CHEMICAL COMMUNICATIONS, 2022, 58 (75) : 10442 - 10468
  • [38] Recent Advances in the Use of 2-Aminobenzyl Alcohols in the Synthesis of Quinolines, Quinazolines and Other N-Heterocycles
    Doraghi, Fatemeh
    Gilaninezhad, Farzad
    Karimian, Somaye
    Mahdavian, Amir Mohammad
    Larijani, Bagher
    Mahdavi, Mohammad
    ADVANCED SYNTHESIS & CATALYSIS, 2024, 366 (10) : 2142 - 2164
  • [39] Recent advances in sustainable synthesis of N-heterocycles following acceptorless dehydrogenative coupling protocol using alcohols
    Maji, Milan
    Panja, Dibyajyoti
    Borthakur, Ishani
    Kundu, Sabuj
    ORGANIC CHEMISTRY FRONTIERS, 2021, 8 (11) : 2673 - 2709
  • [40] Synthesis and cytotoxicity of silylalkylthio-substituted N-heterocycles and their hydroselenites
    Arsenyan, P
    Rubina, K
    Shestakova, I
    Abele, E
    Abele, R
    Domracheva, I
    Nesterova, A
    Popelis, J
    Lukevics, E
    APPLIED ORGANOMETALLIC CHEMISTRY, 2003, 17 (11) : 825 - 830