Synthesis of five-membered heterocycles by [3+2] cycloaddition reactions of sulfur-containing 3,3,3-trifluoropropene derivatives

被引:7
|
作者
Markitanov, Yuriy N. [1 ]
Timoshenko, Vadim M. [1 ]
机构
[1] Natl Acad Sci Ukraine, Inst Organ Chem, 5 Murmanska St, UA-02660 Kiev, Ukraine
关键词
sulfur-containing functional group; 3,3,3-trifluoropropene; cycloaddition; dipolarophile; 1,3-dipole; ASYMMETRIC 1,3-DIPOLAR CYCLOADDITION; NITRONES; ISOXAZOLIDINES;
D O I
10.1007/s10593-021-03035-w
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The present minireview provides a survey of literature reports on the application of 3,3,3-trifluoropropene derivatives bearing sulfur-containing functional groups at positions 1 or 2 in the synthesis of functionalized five-membered heterocycles - pyrroles, pyrrolines, pyrrolidines, tetrahydrothiophenes, pyrazoles, pyrazolines, pyrazolidines, isoxazoles, isoxazolines, isoxazolidines, and triazoles via [3+2] cycloaddition reactions with 1,3-dipolarophiles.
引用
收藏
页码:1149 / 1154
页数:6
相关论文
共 50 条
  • [1] Synthesis of five-membered heterocycles by [3+2] cycloaddition reactions of sulfur-containing 3,3,3-trifluoropropene derivatives
    Yuriy N. Markitanov
    Vadim M. Timoshenko
    Chemistry of Heterocyclic Compounds, 2021, 57 : 1149 - 1154
  • [2] Retro-[3+2]-cycloaddition reactions in the decomposition of five-membered nitrogen-containing heterocycles
    da Silva, Gabriel
    Bozzelli, Joseph W.
    JOURNAL OF ORGANIC CHEMISTRY, 2008, 73 (04): : 1343 - 1353
  • [4] Regioselective Synthesis of 5-Trifluoromethylpyrazoles by [3+2] Cycloaddition of Nitrile Imines and 2-Bromo-3,3,3-trifluoropropene
    Zeng, Hao
    Fang, Xiaojie
    Yang, Zhiyi
    Zhu, Chuanle
    Jiang, Huanfeng
    JOURNAL OF ORGANIC CHEMISTRY, 2021, 86 (03): : 2810 - 2819
  • [5] Aziridines in Formal [3+2] Cycloadditions: Synthesis of Five-Membered Heterocycles
    Cardoso, Ana L.
    Pinho e Melo, Teresa M. V. D.
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2012, 2012 (33) : 6479 - 6501
  • [6] RADICAL REACTIONS OF ETHYL ORTHOFORMATE WITH 3,3,3-TRIFLUOROPROPENE
    KHATUNTSEV, II
    PASTUSHENKO, EV
    TERENTEV, AB
    BULLETIN OF THE ACADEMY OF SCIENCES OF THE USSR DIVISION OF CHEMICAL SCIENCE, 1985, 34 (06): : 1299 - 1301
  • [7] SYNTHESIS OF 3,3,3-TRIFLUOROPROPENE FROM VINYLIDENE FLUORIDE
    FEIRING, AE
    JOURNAL OF FLUORINE CHEMISTRY, 1978, 12 (06) : 471 - 479
  • [8] Synthesis of 3,3,3-trifluoropropene telomers and their modification into fluorosurfactants
    Boschet, Frederic
    Kostov, Georgi
    Ameduri, Bruno
    Jackson, Andrew
    Boutevin, Bernard
    POLYMER CHEMISTRY, 2012, 3 (01) : 217 - 223
  • [9] Regioselective Synthesis of 3-Trifluoromethylpyrroles by [3+2] Cycloaddition of N-Acyl a-Amino Acids and 2-Bromo-3,3,3-trifluoropropene
    Zeng, Weidi
    Li, Hui
    Wang, Duozhi
    Zhou, Lei
    JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (19): : 14088 - 14095
  • [10] Recent Developments on the Synthesis of Various Sulfur-Containing Heterocycles via [3+2]- and [4+2]-Cycloaddition Reactions with Thiocarbonyls
    Jaiswal, Vandana
    Mondal, Biplab
    Saha, Jaideep
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 9 (10) : 1466 - 1477