Sodium hypochlorite-mediated synthesis of 2,5-disubstituted 1,3,4-oxadiazoles from hydrazides and aldehydes

被引:4
|
作者
Paidi, Karuna Raman [1 ]
Kolli, Murali Krishna [1 ]
Reddy, Eeda Koti [2 ]
Pedakotla, Venkata Ramana [1 ]
机构
[1] Sri Krishnadevaraya Univ, Anantapur 515003, Andhra Pradesh, India
[2] Vignans Fdn Sci Technol & Res Deemed Be Univ, Guntur Tenali Rd, Vadlamudi 522213, Andhra Pradesh, India
关键词
N-acylhydrazone; aldehyde; hydrazide; oxadiazole; sodium hypochlorite; oxidative cyclization; ONE-POT SYNTHESIS; OXIDATIVE CYCLIZATION; SUBSTITUTED 1,3,4-OXADIAZOLES; FUNGICIDAL ACTIVITY; BIOLOGICAL-ACTIVITY; ACID HYDRAZIDES; GREEN SYNTHESIS; OXADIAZOLE; DERIVATIVES; DESIGN;
D O I
10.1007/s10593-020-02669-6
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A simple and convenient method for the synthesis of 2,5-disubstituted 1,3,4-oxadiazoles has been developed. Structurally divergent symmetrical and unsymmetrical 2,5-disubstituted 1,3,4-oxadiazoles can be obtained in moderate to high yields via NaOCl-mediated oxidative cyclization of N-acylhydrazones, generated in situ from aliphatic and aromatic hydrazides and aldehydes.
引用
收藏
页码:371 / 376
页数:6
相关论文
共 50 条
  • [21] Synthesis of 2,5-disubstituted 1,3,4-oxadiazoles using dry media
    Kidwai, M
    Mohan, R
    ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 2003, 35 (04) : 426 - 429
  • [22] 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
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2019, 8 (02) : 279 - 282
  • [23] Microwave assisted syntheses of 2,5-disubstituted 1,3,4-oxadiazoles
    Rostamizadeh, S
    Housaini, SAG
    TETRAHEDRON LETTERS, 2004, 45 (47) : 8753 - 8756
  • [24] Anodic Cyclization: A Protocol for the Green Synthesis of 2,5-Disubstituted 1,3,4-Oxadiazoles
    Singh, S.
    Sharma, L. K.
    Saraswat, A.
    Srivastava, M. K.
    Siddiqui, I. R.
    Singh, R. K. P.
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2014, 49 (10) : 1508 - 1514
  • [25] Rapid synthesis of 2,5-disubstituted 1,3,4-oxadiazoles under microwave irradiation
    Bentiss, F
    Lagrenée, M
    Barbry, D
    SYNTHETIC COMMUNICATIONS, 2001, 31 (06) : 935 - 938
  • [26] Synthesis of New Alkynyl-Bridged 2,5-Disubstituted 1,3,4-Oxadiazoles
    Paun, Anca
    Paraschivescu, Codruta C.
    Matache, Mihaela
    Parvulescu, Vasile I.
    SYNTHESIS-STUTTGART, 2016, 48 (04): : 606 - 614
  • [27] Anodic Cyclization: A Protocol for the Green Synthesis of 2,5-Disubstituted 1,3,4-Oxadiazoles
    S. Singh
    L. K. Sharma
    A. Saraswat
    M. K. Srivastava
    I. R. Siddiqui
    R. K. P. Singh
    Chemistry of Heterocyclic Compounds, 2014, 49 : 1508 - 1514
  • [28] SYNTHESIS OF MONO-SUBSTITUTED AND SIMMETRICALLY 2,5-DISUBSTITUTED 1,3,4-OXADIAZOLES
    Ribkovskaia, Zinaida
    Macaev, Fliur
    CHEMISTRY JOURNAL OF MOLDOVA, 2012, 7 (02): : 136 - 142
  • [29] 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.
    RUSSIAN CHEMICAL BULLETIN, 2022, 71 (08) : 1737 - 1744
  • [30] 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
    Russian Chemical Bulletin, 2022, 71 : 1737 - 1744