Diastereoselective Synthesis of 3-[2-Chloro(bromo)phenyl]-2-methyl-2-[(prop-2-yn-1-yl)oxy]oxiranes and 5-[3-Chloro(bromo)phenyl]-2,2,4-trimethyl-4-[(prop-2-yn-1-yl)]-1,3-dioxolane

被引:0
|
作者
Talybov, G. M. [1 ]
Akhmedova, N. Ya. [1 ]
机构
[1] Azerbaijan Tech Univ, Baku 1073, Azerbaijan
关键词
halogenated benzaldehydes; 3-(1-chloroethoxy)prop-1-yne; unsaturated ethers of 2-hydroxyoxirane; substituted; 1; 3-dioxolanes;
D O I
10.1134/S1070428023050032
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of halogen-substituted benzaldehydes with 3-(1-chloroethoxy)prop-1-yne leads to the formation of unsaturated ethers derived from 2-hydroxyoxirane. The formation of the latter was confirmed by its reaction with acetone in the presence of BF3 & BULL;Et2O to give substituted 1,3-dioxolanes.
引用
收藏
页码:764 / 768
页数:5
相关论文
共 50 条
  • [41] Role of noradrenergic and dopaminergic systems in the antinociceptive effect of N-(3-(phenylselanyl)prop-2-yn-1-yl)benzamide in mice
    Ledebuhr, Kauane Nayara Bahr
    Nunes, Gustavo D'Avila
    Presa, Marcelo Heinemann
    Hartmann, Cleidi Maria
    Godoi, Benhur
    Bortolatto, Cristiani Folharini
    Bruning, Cesar Augusto
    TOXICOLOGY AND APPLIED PHARMACOLOGY, 2024, 484
  • [42] Cyclization of trifluoro-N-(prop-2-yn-1-yl)methanesulfonamides to N-(hydroxymethyl)-1,2,3-triazoles
    Shainyan, B. A.
    Meshcheryakov, V. I.
    Sterkhova, I. V.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 52 (07) : 1032 - 1035
  • [43] N-(3-((3-(trifluoromethyl)phenyl)selanyl)prop-2-yn-1-yl) benzamide induces antidepressant-like effect in mice: involvement of the serotonergic system
    Pires, Camila Simoes
    da Rocha, Marcia Juciele
    Presa, Marcelo Heinemann
    Zuge, Narryman Pinto
    Kuntz, Natalia Emanuele Biolosor
    Godoi, Benhur
    Bortolatto, Cristiani Folharini
    Bruning, Cesar Augusto
    PSYCHOPHARMACOLOGY, 2024, 241 (08) : 1663 - 1678
  • [44] Thermal and Crystallographic Studies of 1-(2-Fluoro-4-Nitrophenyl)-4-(Prop-2-yn-1-yl)Piperazine Single Crystal
    Awasthi, Satish Kumar
    Sharma, Chiranjeev
    Yadav, Monika
    Pandey, Gunjan
    PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES INDIA SECTION A-PHYSICAL SCIENCES, 2014, 84 (01) : 19 - 25
  • [45] Intramolecular Cycloaddition of [3-(Naphthalen-1-yl)prop-2-yn-1-yl](3-phenylprop-2-en-1-yl)ammonium Bromides and Cleavage of Some of the Obtained Cyclic Salts in Aqueous Alkali
    E. O. Chukhajian
    L. V. Ayrapetyan
    K. G. Shahkhatuni
    H. S. Mkrtchyan
    H. A. Panosyan
    Russian Journal of Organic Chemistry, 2020, 56 : 2087 - 2091
  • [46] Intramolecular Cycloaddition of [3-(Naphthalen-1-yl)prop-2-yn-1-yl](3-phenylprop-2-en-1-yl)ammonium Bromides and Cleavage of Some of the Obtained Cyclic Salts in Aqueous Alkali
    Chukhajian, E. O.
    Ayrapetyan, L. V.
    Shahkhatuni, K. G.
    Mkrtchyan, H. S.
    Panosyan, H. A.
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2020, 56 (12) : 2087 - 2091
  • [47] Antinociceptive effect of N-(3-(phenylselanyl)prop-2-yn-1-yl)benzamide in mice: Involvement of 5-HT1A and 5-HT2A/2C receptors
    Ledebuhr, Kauane Nayara Bahr
    Nunes, Gustavo D. 'Avila
    Besckow, Evelyn Mianes
    Giehl, Maira Regina
    Godoi, Benhur
    Bortolatto, Cristiani Folharini
    Bruning, Cesar Augusto
    CHEMICO-BIOLOGICAL INTERACTIONS, 2022, 359
  • [48] 6-Chloro-1-({[(2E)-2-methyl-3-phenyl-prop-2-en-1-yl]oxy}methyl)-1,2,3,4-tetra-hydroquinazoline-2,4-dione
    El-Brollosy, Nasser R.
    Attia, Mohamed I.
    Ei-Emam, Ali A.
    Ng, Seik Weng
    Tiekink, Edward R. T.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : O1770 - +
  • [49] Methyl 1-prop-2-yn-1-yl-1H-indole-5-carboxylate
    Haider, Norbert
    Kabicher, Tamara
    MOLBANK, 2007, (05)
  • [50] rac-2-[(2-Chlorophenyl)(4-chloro-phenyl)methyl]-1,3-dioxolane
    Maluf, Daniela F.
    dos Santos, Sailer S.
    Gatto, Claudia C.
    de Oliveira, Bras H.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2012, 68 : O2008 - +