Filling the gap: Chemistry of 3,5-bis(trifluoromethyl)-1H-pyrazoles

被引：29
|
作者：
Maspero, Angelo [1 ]
Giovenzana, Giovanni B. [2 ]
Monticelli, Damiano [1 ]
Tagliapietra, Silvia [3 ]
Palmisano, Giovanni [1 ]
Penoni, Andrea [1 ]
机构：
[1] Univ Insubria, Dipartimento Sci & Alta Tecnol, I-22100 Como, Italy
[2] Univ Piemonte Orientale, Dipartimento Sci Farmaco, I-28100 Novara, Italy
[3] Univ Turin, Dipartimento Sci & Tecnol Farmaco, I-10125 Turin, Italy
来源：
JOURNAL OF FLUORINE CHEMISTRY | 2012年 / 139卷
关键词：
Pyrazoles; Electrophilic aromatic substitution; Heterocycles; METAL-ORGANIC FRAMEWORKS; HYDROGEN STORAGE; ACID; TRIFLUOROMETHYL; BROMINATION; POTASSIUM; AROMATICS; FLUORINE; SODIUM;
D O I：
10.1016/j.jfluchem.2012.04.003
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
Pyrazoles represent important building blocks for the preparation of bioactive compounds and a large variety of materials, due to their rich coordination chemistry. Unusual and interesting properties may be imparted to molecules embodying highly fluorinated pyrazoles, but to date only few examples of polyfluorinated pyrazoles have been described. In this work we report an improved preparation of 3,5-bis(trifluoromethyl)-1H-pyrazole, the subsequent transformation into hitherto unknown 4-functionalized (F, Cl, Br, I, NO2, NH2) derivatives and the evaluation of selected chemical and physical properties of these compounds. (C) 2012 Elsevier B.V. All rights reserved.
引用
收藏
页码：53 / 57
页数：5
相关论文
共 50 条
  • [41] Microbial and homogenous asymmetric catalysis in the reduction of 1-[3,5-bis(trifluoromethyl)phenyl]ethanone
    Gelo-Pujic, Mirjana
    Le Guyader, Frederic
    Schlama, Thierry
    TETRAHEDRON-ASYMMETRY, 2006, 17 (13) : 2000 - 2005
  • [42] REACTION OF 2,5-BIS(TRIFLUOROMETHYL)-1,3,4-OXADIAZOLE WITH PRIMARY AMINES - SYNTHESIS OF 4-SUBSTITUTED-3,5-BIS(TRIFLUOROMETHYL)-4H-1,2,4-TRIAZOLES
    REITZ, DB
    FINKES, MJ
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1989, 26 (01) : 225 - 230
  • [43] Synthesis of 3,5-bis(fluoroalkyl)pyrazoles/pyrazolines via [3+2] cycloaddition of di/trifluoroacetohydrazonoyl bromides and trifluoromethyl-substituted alkenes
    Wang, Ruikang
    Jin, Peng
    Yang, Gaowang
    Fan, Ying
    Bai, Zuyu
    Huang, Danfeng
    Wang, Ke-Hu
    Wang, Junjiao
    Hu, Yulai
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2025, 23 (03) : 638 - 648
  • [44] 3,5-dihydroxy-3,5-bis(trifluoromethyl)-1,2-dioxolane-1,4-dioxane (1/1) at 173 K
    Dickman, MH
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2001, 57 : o636 - o637
  • [45] Exploring Arylazo-3,5-Bis(trifluoromethyl)pyrazole Switches
    Enache, Bogdan C.
    Hanganu, Anamaria
    Tablet, Cristina
    Anghel, Catalin C.
    Popescu, Codruta C.
    Paun, Anca
    Hadade, Niculina Daniela
    Madalan, Augustin M.
    Matache, Mihaela
    ACS OMEGA, 2022, : 39122 - 39135
  • [46] Trinuclear Copper(I) and Silver(I) Adducts of 4-Chloro-3,5-bis(trifluoromethyl)pyrazolate and 4-Bromo-3,5-bis(trifluoromethyl)pyrazolate
    Hettiarachchi, Champika V.
    Rawashdeh-Omary, Manal A.
    Korir, Daniel
    Kohistani, Jehan
    Yousufuddin, Muhammed
    Dias, H. V. Rasika
    INORGANIC CHEMISTRY, 2013, 52 (23) : 13576 - 13583
  • [47] 3,5-bis(trifluoromethyl)phenyl sulfones in the direct Julia-Kocienski olefination
    Alonso, DA
    Fuensanta, M
    Nájera, C
    Varea, M
    JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (16): : 6404 - 6416
  • [48] SYNTHESIS OF ELECTRON-DEFICIENT SECONDARY PHOSPHINE OXIDES AND SECONDARY PHOSPHINES: BIS[3,5BIS(TRIFLUOROMETHYL) PHENYL] PHOSPHINE OXIDE and BIS[3,5-BIS( TRIFLUOROMETHYL) PHENYL] PHOSPHINE
    Busacca, Carl A.
    Lorenz, Jon C.
    Sabila, Paul
    Haddad, Nizar
    Senanayake, Chris H.
    ORGANIC SYNTHESES, 2007, 84 : 242 - +
  • [49] UNSATURATED NITROGEN-COMPOUNDS CONTAINING FLUORINE .17. THE REACTIONS OF 3,5-BIS(TRIFLUOROMETHYL)-1H-1,2,4-TRIAZOLE WITH ALKYNES, ALKENES AND DIAZOMETHANE, AND OF SODIUM 3,5-BIS(TRIFLUOROMETHYL)-1,2,4-TRIAZOLIDE WITH HALOGEN COMPOUNDS
    ABDULGHANI, MM
    TIPPING, AE
    JOURNAL OF FLUORINE CHEMISTRY, 1995, 72 (01) : 135 - 145
  • [50] N, N′-Bis[3,5-bis(trifluoromethyl)phenyl]thiourea: a privileged motif for catalyst development
    Zhang, Zhiguo
    Bao, Zongbi
    Xing, Huabin
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2014, 12 (20) : 3151 - 3162
12345