Ultrasound Assisted the Synthesis of 1,3-Dioxolane Derivatives from the Reaction of Epoxides or 1,2-Diols with Various Ketones Using Graphene Oxide Catalyst

被引:6
|
作者
Mirza-Aghayan, Maryam [1 ]
Mohammadi, Marzieh [1 ]
Ahmadi, Zahra [1 ]
Boukherroub, Rabah [2 ]
机构
[1] CCERCI, POB 14335-186, Tehran, Iran
[2] Univ Polytech Hauts France, Cent Lille, Univ Lille, UMR 8520,IEMN,CNRS, F-59000 Lille, France
关键词
Sonochemistry; 1,3-Dioxolane; Graphene oxide; Epoxides; 1,2-Diols; Ketone; ONE-POT SYNTHESIS; GRAPHITE OXIDE; OXIDATIVE AROMATIZATION; SULFONATED GRAPHENE; CARBONYL-COMPOUNDS; ACID CATALYST; METAL-FREE; EFFICIENT; CONVERSION; ALCOHOLS;
D O I
10.1007/s10562-020-03196-x
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
The main objective of this study concerns the sonochemical synthesis of 1,3-dioxolane derivatives using graphene oxide catalyst by applying two methods. In the first method, we described the synthesis of 1,3-dioxolane by ring-opening of epoxides in the presence of ketones catalyzed by graphene oxide (GO) under ultrasonic irradiation. In the second sonochemical procedure, we described the synthesis of 1,3-dioxolane derivatives by the reaction of 1,2-diols with ketones using same GO catalyst. Mild reaction conditions, high yields, short reaction times, reusability of catalyst and easy isolation of the products make the developed methods very useful. [GRAPHICS] .
引用
收藏
页码:2959 / 2969
页数:11
相关论文
共 50 条
  • [1] Ultrasound Assisted the Synthesis of 1,3-Dioxolane Derivatives from the Reaction of Epoxides or 1,2-Diols with Various Ketones Using Graphene Oxide Catalyst
    Maryam Mirza-Aghayan
    Marzieh Mohammadi
    Zahra Ahmadi
    Rabah Boukherroub
    Catalysis Letters, 2020, 150 : 2959 - 2969
  • [2] Heteropolyacid-catalyzed reaction of epoxides with ketones: Efficient synthesis of 1,3-dioxolane derivatives
    He, JY
    Gao, FX
    Hua, RM
    CHINESE JOURNAL OF CHEMISTRY, 2005, 23 (09) : 1275 - 1277
  • [3] Synthesis of 1,3-dioxolane derivatives from β-chlorolactic acid and ketones
    Shevchuk, AS
    Podgornova, VA
    Ustavshchikov, BF
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2001, 37 (05) : 704 - 706
  • [4] Synthesis of 1,3-Dioxolane Derivatives from β-Chlorolactic Acid and Ketones
    A. S. Shevchuk
    V. A. Podgornova
    B. F. Ustavshchikov
    Russian Journal of Organic Chemistry, 2001, 37 : 704 - 706
  • [5] PREPARATION OF ALCOHOLS AND 1,2-DIOLS FROM EPOXIDES AND 1,3-DIENES
    SELL, MS
    XIONG, HP
    RIEKE, RD
    TETRAHEDRON LETTERS, 1993, 34 (38) : 6011 - 6012
  • [6] Desymmetrization of meso-1,2-diols via chiral Lewis acid-mediated ring-cleavage of 1,3-dioxolane derivatives
    Kinugasa, M
    Harada, T
    Oku, A
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1997, 119 (38) : 9067 - 9068
  • [7] SYNTHESIS OF 1,3-DIOXOLANE DERIVATIVES FROM 1-FORMYLCYCLOHEXENES AND THE INVESTIGATIONS OF THEIR PROPERTIES
    KERIMOV, AK
    BABAEV, MG
    MISHIEV, DE
    ZHURNAL ORGANICHESKOI KHIMII, 1985, 21 (03): : 645 - 648
  • [8] A New Synthesis of Hemialdals and Their Stereoselective Tandem Reaction in the Construction of 1,3-Dioxolane Derivatives
    Shao, Qiyun
    Li, Chunbao
    SYNLETT, 2008, (16) : 2412 - 2416
  • [9] Facile synthesis of enantiopure 1,2-diols and terminal Epoxides from chiral β-hydroxy sulfides
    Cho, BT
    Choi, OK
    Kim, DJ
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2003, 24 (07) : 1023 - 1025
  • [10] Synthesis of α-hydroxyketones from 1,2-diols over Cu-based catalyst
    Sato, S
    Takahashi, R
    Sodesawa, T
    Fukuda, H
    Sekine, T
    Tsukuda, E
    CATALYSIS COMMUNICATIONS, 2005, 6 (09) : 607 - 610