Green Access to Multi-Component Synthesis of Spiropyranopyrazoles

被引:15
|
作者
Pore, D. M. [1 ]
Hegade, P. G. [1 ]
Gaikwad, D. S. [1 ]
Patil, P. B. [1 ]
Patil, J. D. [1 ]
机构
[1] Shivaji Univ, Dept Chem, Kolhapur 416004, Maharashtra, India
关键词
Spiroheterocycles; catalyst-free; pyranopyrazole; environmentally-friendly; water; DIELS-ALDER-REACTIONS; ORGANIC-REACTIONS; ONE-POT; EFFICIENT; MALONONITRILE; ACCELERATION; DERIVATIVES; WATER;
D O I
10.2174/15701786113106660069
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A catalyst-free multi-component synthesis of spiro[indoline-3,4'-pyrano[2,3-c]pyrazoles] is reported from in situ formed pyrazolone by exothermic reaction of ethyl acetoacetate with hydrazine hydrate, isatin and malononitrile in water at room temperature. A suggested mechanistic approach was supported by semi-empirical calculations. The transformation is carried out in water alone and thus achieved the highest level of green chemistry. Simple reaction conditions, easy work-up procedure and isolation of products are the auxiliary advantages of present protocol.
引用
收藏
页码:131 / 135
页数:5
相关论文
共 50 条
  • [1] Catalyst-free access to pseudo multi-component synthesis of benzopyranopyrimidines
    Shaikh, T. S.
    Patil, J. D.
    Gaikwad, D. S.
    Hegade, P. G.
    Patil, P. B.
    Undale, K. A.
    Mane, M. M.
    Pore, D. M.
    [J]. INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2014, 53 (10): : 1288 - 1294
  • [2] Curcuminoids in Multi-Component Synthesis
    Ajavakom, Vachiraporn
    Yutthaseri, Thatsawan
    Chantanatrakul, Rachata
    Suksamrarn, Apichart
    Ajavakom, Anawat
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 2018, 55 (01) : 13 - 20
  • [3] Green Synthesis of Chromene Congeners via Multi-Component Reaction and Their Antimicrobial Studies
    Vanam, Rateesh
    Allam, Vijaykumar
    Nerella, Srinivas
    Gavaji, Brahmeshwari
    [J]. CHEMISTRYSELECT, 2021, 6 (36): : 9591 - 9598
  • [4] Sonochemical multi-component synthesis of spirooxindoles
    Dabiri, Minoo
    Tisseh, Zeinab Noroozi
    Bahramnejad, Mahboobeh
    Bazgir, Ayoob
    [J]. ULTRASONICS SONOCHEMISTRY, 2011, 18 (05) : 1153 - 1159
  • [5] Multi-component catalysts for the synthesis of SWCNT
    Roch, Aljoscha
    Maercz, Matthias
    Richter, Uwe
    Leson, Andreas
    Beyer, Eckhard
    Jost, Oliver
    [J]. PHYSICA STATUS SOLIDI B-BASIC SOLID STATE PHYSICS, 2009, 246 (11-12): : 2511 - 2513
  • [6] Multi-component synthesis of tetracavitand nanocapsules
    Liu, Xuejun
    Liu, Yong
    Warmuth, Ralf
    [J]. SUPRAMOLECULAR CHEMISTRY, 2008, 20 (1-2) : 41 - 50
  • [7] Boehmite nanoparticles, an efficient green catalyst for the multi-component synthesis of highly substituted imidazoles
    Keivanloo, Ali
    Bakherad, Mohammad
    Imanifar, Elahe
    Mirzaee, Mahdi
    [J]. APPLIED CATALYSIS A-GENERAL, 2013, 467 : 291 - 300
  • [8] Fused chromeno-pyrano-pyrimidinediones: Multi-component green synthesis and electrochemical properties
    Sirigireddy, Rama Mohana Reddy
    Shaik, Sultana
    Gundluru, Mohan
    Cirandur, Suresh Reddy
    Alonso-Marroquin, Fernando
    Kakarla, Raghava Reddy
    Nallagondu, Chinna Gangi Reddy
    Aminabhavi, Tejraj M.
    [J]. JOURNAL OF MOLECULAR LIQUIDS, 2024, 396
  • [9] Green Catalyst-free Multi-component Synthesis of Aminobenzochromenes in Deep Eutectic Solvents
    Fekri, Leila Zare
    Nikpassand, Mohammad
    Mostaghim, Sara
    Marvi, Omid
    [J]. ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 2020, 52 (02) : 81 - 90
  • [10] Synthesis of imidazoles through multi-component pathways
    Hall, Katelan M.
    Patel, Alpa
    Molter, Kent
    Moody, Christopher
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2013, 245