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
  • [31] The Grignard Reaction of 2-Bromo-3-(Prop-2-yn-1-yloxy) pyridine with 1-Chloro-1,1,2,2,2-pentamethyldisilane
    Shin, Hong Hee
    Park, Seung Ki
    JOURNAL OF THE KOREAN CHEMICAL SOCIETY-DAEHAN HWAHAK HOE JEE, 2018, 62 (04): : 314 - 318
  • [32] Crystal Structure, DFT Calculation, and Hirshfeld Surface Analysis of the 1-(Cyclohex-1-en-1-yl)-3-(prop-2-yn-1-yl)-1,3-dihydro-2H-benzimidazol-2-one
    Adardour, Mohamed
    Ait Lahcen, Marouane
    Hdoufane, Ismail
    Alanazi, Mohammed M.
    Loughzail, Mohamed
    Mousser, Henia
    Fleutot, Solenne
    Francois, Michel
    Cherqaoui, Driss
    Baouid, Abdesselam
    CRYSTALS, 2023, 13 (12)
  • [33] Iron-Catalyzed Synthesis of Benzosultams from N-Phenyl-N-(prop-2-yn-1-yl)benzenesulfonamide and Benzenesulfonyl Hydrazine
    Zhang, Mei
    Yu, Xiao
    Zhu, Wenjing
    Liu, Yi
    Zhang, Zenghui
    Zhao, Jinbo
    Xia, Chengcai
    Li, Ke
    ORGANIC LETTERS, 2023, : 603 - 607
  • [34] Dopaminergic receptors involvement in the antidepressant-like effect of N-(3-((3-(trifluoromethyl)phenyl)selanyl)prop-2-yn-1-yl) benzamide in mice
    Pires, Camila Simoes
    da Rocha, Marcia Juciele
    Presa, Marcelo Heinemann
    Zuge, Narryman Pinto
    Besckow, Evelyn Mianes
    Ledebuhr, Kauane Nayara Bahr
    Kuntz, Natalia Emanuele Biolosor
    Godoi, Benhur
    Bortolatto, Cristiani Folharini
    Bruning, Cesar Augusto
    NEUROSCIENCE LETTERS, 2025, 849
  • [35] (2Z)-2-Benzylidene-4-(prop-2-yn-1-yl)-2H-1,4-benzothiazin-3(4H)-one
    Sebbar, Nada Kheira
    Zerzouf, Abdelfettah
    Essassi, El Mokhtar
    Saadi, Mohamed
    El Ammari, Lahcen
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2014, 70 : O614 - +
  • [36] Crystal structure of 1 '-(prop-2-yn-1-yl)-1,4-dihydrospiro[benzo[d][1,3]oxazine-2,3 '-indolin]-2 '-one
    AaminaNaaz, Y.
    Kamalraja, J.
    Vimala, G.
    Perumal, P. T.
    SubbiahPandi, A.
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2015, 71 : O510 - U463
  • [37] Crystal structure and Hirshfeld surface analysis of 1-benzyl-3-(prop-2-yn-1-yl)-2,3-dihydro-1H-1,3-benzodiazol-2-one
    Saber, Asmaa
    Sebbar, Nada Kheira
    Hokelek, Tuncer
    El Hafi, Mohamed
    Mague, Joel T.
    Essassi, El Mokhtar
    ACTA CRYSTALLOGRAPHICA SECTION E-CRYSTALLOGRAPHIC COMMUNICATIONS, 2018, 74 : 1842 - +
  • [38] Base-Free Synthesis and Synthetic Applications of Novel 3-(Organochalcogenyl)prop-2-yn-1-yl Esters: Promising Anticancer Agents
    Gritzenco, Fabiane
    Kazmierczak, Jean C.
    Anjos, Thiago
    Speranca, Adriane
    Peixoto, Maura L. B.
    Godoi, Marcelo
    Ledebuhr, Kauane N. B.
    Bruning, Cesar Augusto
    Zamin, Lauren L.
    Godoi, Benhur
    SYNTHESIS-STUTTGART, 2021, 53 (15): : 2676 - 2688
  • [39] Thermal and Crystallographic Studies of 1-(2-Fluoro-4-Nitrophenyl)-4-(Prop-2-yn-1-yl)Piperazine Single Crystal
    Satish Kumar Awasthi
    Chiranjeev Sharma
    Monika Yadav
    Gunjan Pandey
    Proceedings of the National Academy of Sciences, India Section A: Physical Sciences, 2014, 84 : 19 - 25
  • [40] Cyclization of trifluoro-N-(prop-2-yn-1-yl)methanesulfonamides to N-(hydroxymethyl)-1,2,3-triazoles
    B. A. Shainyan
    V. I. Meshcheryakov
    I. V. Sterkhova
    Russian Journal of Organic Chemistry, 2016, 52 : 1032 - 1035