10-Camphorsulfonic acid ((±)-CSA) catalyzed facile one-pot synthesis of a new class of 2,5-disubstituted 1,3,4-oxadiazoles

被引:11
|
作者
Mule, Siva Nagi Reddy [1 ,3 ]
Battula, Sailaja Kumari [1 ,3 ]
Velupula, Ganapathi [1 ]
Guda, Dinneswara Reddy [2 ,4 ]
Bollikolla, Hari Babu [1 ]
机构
[1] Acharya Nagarjuna Univ, Dept Chem, Guntur 522510, Andhra Pradesh, India
[2] Yonsei Univ, Dept Chem & Med Chem, Wonju 220710, Gangwon Do, South Korea
[3] Hetero Res Fdn, APIE, Hyderabad 500018, Andhra Pradesh, India
[4] Sri Venkateswara Univ, Dept Chem, Tirupati 517502, Andhra Pradesh, India
来源
RSC ADVANCES | 2014年 / 4卷 / 102期
关键词
DERIVATIVES; ANTIBACTERIAL; CHEMISTRY;
D O I
10.1039/c4ra11218k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A convenient and efficient one-pot synthesis of 2,5-disubstituted-1,3,4-oxadizoles is described. Various carboxylic acid hydrazides reacted efficiently with different carboxylic acid chlorides and 10-camphorsulfonic acid. This methodology was successfully applied to the synthesis of a series of 2H-chromene substituted 1,3,4-oxadiazole derivatives in good to high yields.
引用
收藏
页码:58397 / 58403
页数:7
相关论文
共 50 条
  • [41] Synthesis of 2,5-disubstituted pyrazolyl-1,3,4-oxadiazoles by the Huisgen reaction
    Shkineva, T. K.
    Serushkina, O., V
    Vatsadze, I. A.
    Khoranyan, T. E.
    Dalinger, I. L.
    [J]. RUSSIAN CHEMICAL BULLETIN, 2022, 71 (08) : 1737 - 1744
  • [42] One-pot synthesis of 3,5-disubstituted 1,2,4-oxadiazoles containing an alkenyl moiety
    Sidneva, Vera V.
    Tarasenko, Marina, V
    Kofanov, Evgeniy R.
    [J]. CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2022, 58 (6-7) : 349 - 353
  • [43] Mechanochemical Synthesis of 2,5-Disubstituted 1,3,4-Oxadiazoles Mediated by PPh 3 -TCCA
    Yamano, Dolnapa
    Wiriya, Nittaya
    Phakhodee, Wong
    Wet-osot, Sirawit
    Pattarawarapan, Mookda
    [J]. SYNLETT, 2022, 33 (14) : 1458 - 1462
  • [44] Synthesis of 2,5-disubstituted pyrazolyl-1,3,4-oxadiazoles by the Huisgen reaction
    T. K. Shkineva
    O. V. Serushkina
    I. A. Vatsadze
    T. E. Khoranyan
    I. L. Dalinger
    [J]. Russian Chemical Bulletin, 2022, 71 : 1737 - 1744
  • [45] BIOCHEMICAL AND PHARMACOLOGICAL PROPERTIES OF SYMMETRICAL 2,5-DISUBSTITUTED 1,3,4-OXADIAZOLES
    SHARMA, BL
    TANDON, SK
    [J]. PHARMAZIE, 1984, 39 (12): : 858 - 859
  • [46] Facile Synthesis of Unsymmetrical 2,5-Disubstituted 1,3,4-Oxadiazoles by Cyclization of gem-Difluoroalkenes with Acyl Hydrazides
    Zhang, Xuxue
    He, Jingjing
    Cao, Song
    [J]. ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2019, 8 (02) : 279 - 282
  • [47] Synthesis and evaluation of in vitro antioxidant properties of novel 2,5-disubstituted 1,3,4-oxadiazoles
    V. Lakshmi Ranganatha
    Shaukath Ara Khanum
    [J]. Russian Journal of Bioorganic Chemistry, 2014, 40 : 206 - 213
  • [48] Syntheses and insecticidal activities of novel 2,5-disubstituted 1,3,4-oxadiazoles
    Zheng, XM
    Li, Z
    Wang, YL
    Chen, WD
    Huang, QC
    Liu, CX
    Song, GH
    [J]. JOURNAL OF FLUORINE CHEMISTRY, 2003, 123 (02) : 163 - 169
  • [49] One-pot cyclization/decarboxylation of α-keto acids and acylhydrazines for the synthesis of 2,5-disubstituted 1,3,4-oxadiazoles under transition-metal-free conditions
    Gao, Peng
    Wang, Juan
    Bai, Zijing
    Cheng, Hualei
    Xiao, Jian
    Lai, Mengnan
    Yang, Desuo
    Fan, Mingjin
    [J]. TETRAHEDRON LETTERS, 2016, 57 (41) : 4616 - 4619
  • [50] Synthesis and Evaluation of in vitro Antioxidant Properties of Novel 2,5-Disubstituted 1,3,4-Oxadiazoles
    Ranganatha, Lakshmi, V
    Khanum, Shaukath Ara
    [J]. RUSSIAN JOURNAL OF BIOORGANIC CHEMISTRY, 2014, 40 (02) : 206 - 213