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

被引:0
|
作者
Karuna Raman Paidi
Murali Krishna Kolli
Eeda Koti Reddy
Venkata Ramana Pedakotla
机构
[1] Sri Krishnadevaraya University,Vignan’s Foundation for Science
[2] Technology and Research (Deemed to be University),undefined
来源
Chemistry of Heterocyclic Compounds | 2020年 / 56卷
关键词
acylhydrazone; aldehyde; hydrazide; oxadiazole; sodium hypochlorite; oxidative cyclization;
D O I
暂无
中图分类号
学科分类号
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:5
相关论文
共 50 条
  • [21] Efficient oxidative cyclization of N-acylhydrazones for the synthesis of 2,5-disubstituted 1,3,4-oxadiazoles using t-BuOI under neutral conditions
    Gao, Peng
    Wei, Yunyang
    HETEROCYCLIC COMMUNICATIONS, 2013, 19 (02) : 113 - 119
  • [22] Novel 2,5-disubstituted-1,3,4-oxadiazoles as anti-inflammatory drugs
    Durgashivaprasad, Ega
    Mathew, Geetha
    Sebastian, Sarine
    Reddy, Manohar S. A.
    Mudgal, Jayesh
    Nampurath, Gopalan Kutty
    INDIAN JOURNAL OF PHARMACOLOGY, 2014, 46 (05) : 521 - 526
  • [23] An efficient approach to access 2,5-disubstituted 1,3,4-oxadiazoles by oxidation of 2-arenoxybenzaldehyde N-acyl hydrazones with molecular iodine
    Kucuk, Hatice Baspinar
    Alhonaish, Anoud
    Yildiz, Tulay
    Guzel, Mustafa
    CHEMISTRYSELECT, 2022, 7 (26):
  • [24] Synthesis of 2,5-Disubstituted 1,3,4-Oxadiazine and 1,3,4-Thiadiazine from Substituted Acetophenones and Acid Hydrazides Using [Hydroxyl(tosyloxy)iodo]benzene
    Karade, Nandkishor N.
    Kondre, Jeevan M.
    Gampawar, Sumeet V.
    Shinde, Sandeep V.
    SYNTHETIC COMMUNICATIONS, 2009, 39 (13) : 2279 - 2287
  • [25] Synthesis, characterization and in vivo antitumor effect of new α,β-unsaturated-2,5-disubstituted-1,3,4-oxadiazoles
    Fray, M.
    ELBini-Dhouib, I
    Hamzi, I
    Doghri, R.
    Srairi-Abid, N.
    Lesur, D.
    Benazza, M.
    Abidi, R.
    Barhoumi-Slimi, T.
    SYNTHETIC COMMUNICATIONS, 2022, 52 (06) : 849 - 860
  • [26] Synthesis of mesityl-substituted 1,3,4-oxadiazoles from mesitotrichloride and aromatic and heteroaromatic acid hydrazides
    Belen'kii L.I.
    Luiksaar S.I.
    Krayushkin M.M.
    Chemistry of Heterocyclic Compounds, 1999, 35 (4) : 492 - 498
  • [27] Synthesis of 2,5-Dialkyl-1,3,4-oxadiazoles Bearing Carboxymethylamino Groups
    Luczyliski, Marcin
    Kubiesa, Kornelia
    Kudelko, Agnieszka
    MOLECULES, 2022, 27 (22):
  • [28] Oxidative Cyclization of Isoniazid with Fluoroquinolones: Synthesis, Antibacterial and Antitubercular Activity of New 2,5-disubstituted-1,3,4-Oxadiazoles
    Khan, Shah Alam
    Ahuja, Priyanka
    Husain, Asif
    JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2017, 64 (08) : 918 - 924
  • [29] Synthesis and bioassay of a new class of disubstituted 1,3,4-oxadiazoles, 1,3,4-thiadiazoles and 1,2,4-triazoles
    Sekhar, Mangali Madhu
    Yamini, Gudi
    Divya, Kuppi Reddy Gari
    Padmavathi, Venkatapuram
    Padmaja, Adivireddy
    MEDICINAL CHEMISTRY RESEARCH, 2019, 28 (07) : 1049 - 1062
  • [30] Synthesis and bioassay of a new class of disubstituted 1,3,4-oxadiazoles, 1,3,4-thiadiazoles and 1,2,4-triazoles
    Mangali Madhu Sekhar
    Gudi Yamini
    Kuppi Reddy Gari Divya
    Venkatapuram Padmavathi
    Adivireddy Padmaja
    Medicinal Chemistry Research, 2019, 28 : 1049 - 1062