Synthesis of Pyrazolopyranopyrimidine and Dihydropyrano[2,3-c]Pyrazole Derivatives Using Fe3O4@THAM-Piperazine as a Superparamagnetic Nanocatalyst under Green Condition

被引：6

作者：

Mir, Fatemeh ^{[1
]}

Hazeri, Nourallah ^{[1
]}

Maghsoodlou, Malek Taher ^{[1
]}

Lashkari, Mojtaba ^{[2
]}

机构：

[1] Univ Sistan & Baluchestan, Fac Sci, Dept Chem, POB 98135-674, Zahedan, Iran

[2] Velayat Univ, Fac Sci, Iranshahr, Iran

来源：

POLYCYCLIC AROMATIC COMPOUNDS | 2023年 / 43卷 / 06期

关键词：

Dihydropyrano[2; 3-c]pyrazole; Fe3O4@THAM-piperazine; green condition; pyrazolopyranopyrimidine; superparamagnetic nanocatalyst; ONE-POT SYNTHESIS; 4-COMPONENT SYNTHESIS; EFFICIENT CATALYST; MULTICOMPONENT REACTIONS; NANOPARTICLES; ACID; PROTOCOL;

D O I：

10.1080/10406638.2022.2101488

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

In this article, a new and simple procedure was designed for the preparation of pyrazolopyranopyrimidine and dihydropyrano[2,3-c]pyrazole derivatives using the reaction between hydrazine hydrate, aryl aldehydes, malononitrile or barbituric acid, and ethyl acetoacetate using Fe3O4@THAM-piperazine as a solid nanocatalyst in a solution of water and ethanol at 60 degrees C. The present process offers advantages like easy workup, short reaction time, non-toxicity, and the use of green solvent. Moreover, recyclability studies were carried out that showed a high potential of reusing and recovering capability.

引用

页码：5375 / 5390

页数：16

共 50 条

[41] Bisferrocene-containing ionic liquid supported on silica coated Fe3O4: A novel nanomagnetic catalyst for the synthesis of dihydropyrano[2,3-c]coumarin derivatives
Teimuri-Mofrad, Reza
Esmati, Somayeh
Tahmasebi, Shabnam
Gholamhosseini-Nazari, Mahdi
JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2018, 870 : 38 - 50
[42] Green Synthesis of 4H-pyran Derivatives Using Fe3O4-MNPs as Efficient Nanocatalyst: Study of Antioxidant Activity
Shafaei, Faezeh
Najar, Asef H.
COMBINATORIAL CHEMISTRY & HIGH THROUGHPUT SCREENING, 2020, 23 (05) : 446 - 454
[43] Ionic Liquid [(EMIM)Ac] Catalyzed Green and Efficient Synthesis of Pyrano[2,3-c]Pyrazole Derivatives
Katariya, Ashishkumar P.
Katariya, Maya V.
Sangshetti, Jaiprakash
Deshmukh, Satish U.
POLYCYCLIC AROMATIC COMPOUNDS, 2023, 43 (04) : 3761 - 3775
[44] Nano-titania sulfuric acid-promoted synthesis of tetrahydrobenzo[b]pyran and 1,4-dihydropyrano[2,3-c]pyrazole derivatives under ultrasound irradiation
Azarifar, Davood
Khatami, Seyed-Mola
Zolfigol, Mohammad Ali
Nejat-Yami, Razieh
JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2014, 11 (04) : 1223 - 1230
[45] Fe3O4@SiO2-Sultone: A Novel and Recyclable Magnetic Nanocatalyst for the Efficient Synthesis of 3,4 Dihydropyrano[c]Chromenes and 2-Amino-4H-Chromene Derivatives
Lati, Monireh Pourghasemi
Shirini, Farhad
Alinia-Asli, Mokhtar
Rezvani, Mohammad Ali
JOURNAL OF NANOSCIENCE AND NANOTECHNOLOGY, 2020, 20 (02) : 973 - 982
[46] An efficient catalyst- and solvent-free method for the synthesis of medicinally important dihydropyrano[2,3-c]pyrazole derivatives using ball milling technique
Dekamin, Mohammad G.
Alikhani, Mohammad
Emami, Atefeh
Ghafuri, Hossein
Javanshir, Shahrzad
JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2016, 13 (03) : 591 - 596
[47] DABCO catalyzed rapid one-pot synthesis of 1,4-dihydropyrano [2,3-c] pyrazole derivatives in aqueous media
Waghmare, Amit S.
Pandit, Shivaji S.
JOURNAL OF SAUDI CHEMICAL SOCIETY, 2017, 21 (03) : 286 - 290
[48] CeCl3-promoted one-pot synthesis of multisubstituted bispyrano[2,3-c]pyrazole derivatives
Ablajan, Keyume
Wang, Li-Ju
Maimaiti, Zulipiya
Lu, Yong-Ting
MONATSHEFTE FUR CHEMIE, 2014, 145 (03): : 491 - 496
[49] Poly(ethylene imine)-modified magnetic halloysite nanotubes: A novel, efficient and recyclable catalyst for the synthesis of dihydropyrano [2,3-c] pyrazole derivatives
Hajizadeh, Zoleikha
Maleki, Ali
MOLECULAR CATALYSIS, 2018, 460 : 87 - 93
[50] Synthesis and Characterization of New Pyrano[2,3-c]pyrazole Derivatives as 3-Hydroxyflavone Analogues
Urbonavicius, Arminas
Krikstolaityte, Sonata
Bieliauskas, Aurimas
Martynaitis, Vytas
Solovjova, Joana
Zukauskaite, Asta
Arbaciauskiene, Egle
Sackus, Algirdas
MOLECULES, 2023, 28 (18):

← 1 2 3 4 5 →