Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 40, 2009 - Issue 2
1,032
Views
53
CrossRef citations to date
0
Altmetric
Original Articles

Three-Component Reaction to Form 1,4-Dihydropyrano[2,3-c]pyrazol-5-yl Cyanides

&
Pages 257-265 | Received 26 Jan 2009, Published online: 29 Dec 2009

Keep up to date with the latest research on this topic with citation updates for this article.

Read on this site (3)

Amir Ghanbarpour, Ardeshir Khazaei, Ahmad Reza Moosavi-Zare, Tahereh Akbarpour, Mahsa Mohammadi & Negin Sarmasti. (2023) Synthesis of 4,4'-(Aryl Methylene)Bis(3-Methyl-1H-Pyrazol-5-ol) Derivatives and Pyrano[2, 3-c] Pyrazole Derivatives Using an Engineered Copper-Based Nano-Magnetic Catalyst (Fe3O4@SiO2/Si(OEt)(CH2)3NH/CC/EDA/Cu(OAc)2). Polycyclic Aromatic Compounds 43:4, pages 3192-3215.
Read now
Tahereh Akbarpour, Jaber Yousefi Seyf, Ardeshir Khazaei & Negin Sarmasti. (2022) Synthesis of Pyrano [2,3-c] Pyrazole Derivatives Using a Novel Ionic-Liquid Based Nano-Magnetic Catalyst (Fe3O4@SiO2@(CH2)3NH@CC@Imidazole@SO3H+Cl−). Polycyclic Aromatic Compounds 42:6, pages 3844-3864.
Read now
AmolB. Atar, Jong Tae Kim, Kwon Taek Lim & Yeon Tae Jeong. (2014) Synthesis of 6-Amino-2,4-dihydropyrano[2,3-c]pyrazol-5-carbonitriles Catalyzed by Silica-Supported Tetramethylguanidine Under Solvent-Free Conditions. Synthetic Communications 44:18, pages 2679-2691.
Read now

Articles from other publishers (50)

Saba Farooq & Zainab Ngaini. (2024) Recent Synthesis of Mono‐ & Bis‐Pyranopyrazole Derivatives. ChemistrySelect 9:8.
Crossref
Pooja Dahiya, Anoop Yadav & Rama Krishna Peddinti. (2023) Spirocyclization and Michael addition of 3-benzylidene succinimides: route to spirocyclopentapyrrolidine-tetraones and benzylidene N -arylpyrrolidine-diones . Organic & Biomolecular Chemistry 21:46, pages 9192-9199.
Crossref
Kuo Wang, Yue Zhang, Lu-Yu Cai, Xiu-Qing Song, Chen Wang, Jia-Rui Zhang, Yi-Fan Pan & Hong-Wu Zhao. (2023) Diastereoselective Cascade Cyclization of Diazoimides with Alkylidene Pyrazolones for Preparation of Pyrazole-Fused Oxa-Bridged Oxazocines. Molecules 28:20, pages 7021.
Crossref
Shiva Ghorbani, Davood Habibi, Somayyeh Heydari & Hakimeh Ebrahimiasl. (2023) The acid modified magnetic carbon quantum dots as a capable nano-catalyst for the synthesis of pyridines and pyrazoles. Inorganic Chemistry Communications 156, pages 111258.
Crossref
Adurthi Suryakumari & Chithaluri Sudhakar. (2023) One-pot Synthesis of 1,4 Dihydro Pyrano [2, 3- c ] Pyrazole using Chitosan- p -toluene Sulfonate as a Biodegradable Catalyst in an Aqueous Medium . Letters in Organic Chemistry 20:7, pages 596-602.
Crossref
K. Kalpana, V. A. Rani, A. Ranga, R. Perumandla & R. Ramani. (2023) One-Pot Synthesis of 6-Amino-4-(furan/thiophen/pyrrol-2-yl)-3-methyl-1,4-dihydropyrano[2,3-c]pyrazole-5-carbonitriles, Evaluation of Anticancer Activity and Molecular Modelling Studies. Russian Journal of General Chemistry 93:1, pages 128-135.
Crossref
Sivagami Mathavan & Rajesh B. R. D. Yamajala. (2022) Potassium dihydrogen phosphate‐catalyzed synthesis of benzylpyrazolyl coumarin and pyrano [2,3‐ c ] pyrazole derivatives via cascade—One‐pot—Multicomponent reaction . Journal of Heterocyclic Chemistry 60:1, pages 123-133.
Crossref
Venkata Hema Kumar & Ramana Tamminana. (2022) Copper‐catalyzed multicomponent green reaction approach: Synthesis of dihydropyrano [2,3‐c] pyrazoles and evaluation of their anti‐cancer activity. Journal of Heterocyclic Chemistry 60:1, pages 18-26.
Crossref
Ghobad Mansouri, Mino Abdizad, Amir Reza Abbasi & Sobhan Rezayati. (2022) Efficient and green one‐pot synthesis of Knoevenagel condensation catalyzed nano metal–organic frameworks in water. Applied Organometallic Chemistry 36:12.
Crossref
Swapan Kumar Biswas & Debasis Das. (2022) One-pot Synthesis of Pyrano[2,3-c]pyrazole Derivatives via Multicomponent Reactions (MCRs) and their Applications in Medicinal Chemistry. Mini-Reviews in Organic Chemistry 19:5, pages 552-568.
Crossref
Shiva Ghorbani, Davood Habibi & Somayyeh Heydari. (2022) A phenylazophenylenediamine-based La-complex as a superb nanocatalyst for the synthesis of diverse pyrano[2,3-c]pyrazoles. Journal of Molecular Structure 1260, pages 132713.
Crossref
Fatemeh Kalantari, Sobhan Rezayati, Ali Ramazani, Hamideh Aghahosseini, Katarzyna Ślepokura & Tadeusz Lis. (2022) Proline-Cu Complex Based 1,3,5-Triazine Coated on Fe 3 O 4 Magnetic Nanoparticles: A Nanocatalyst for the Knoevenagel Condensation of Aldehyde with Malononitrile . ACS Applied Nano Materials 5:2, pages 1783-1797.
Crossref
Arup Dutta, Munmee Goswami, Jintu Rabha, Sukanya Das, Dhruva K. Jha & Rishanlang Nongkhlaw. (2022) Fe 3 O 4 @RB@LDH: Efficient and Recyclable Photocatalyst Visible‐Light Mediated Synthesis of Pyran and Pyrrolidinone Derivatives and Their Anti‐Microbial Activities . ChemistrySelect 7:6.
Crossref
Mahla Dadaei & Hossein Naeimi. (2021) Nano cobalt ferrite encapsulated‐silica particles bearing melamine as an easily recyclable catalyst for the synthesis of dihydropyrano[2,3‐ c ]pyrazoles under green conditions . Applied Organometallic Chemistry 35:10.
Crossref
Masoud Khaleghi Abbasabadi, Davood Azarifar & Hamid Reza Esmaili Zand. (2020) Sulfonic acid‐functionalized Fe 3 O 4 ‐supported magnetized graphene oxide quantum dots: A novel organic‐inorganic nanocomposite as an efficient and recyclable nanocatalyst for the synthesis of dihydropyrano[2,3‐ c ]pyrazole and 4 H ‐chromene derivatives . Applied Organometallic Chemistry 34:12.
Crossref
Surya Narayana Maddila, Suresh Maddila, Sandeep V.H.S. Bhaskaruni, Nagaraju Kerru & Sreekantha B. Jonnalagadda. (2020) MnO2 on hydroxyapatite: A green heterogeneous catalyst and synthesis of pyran-carboxamide derivatives. Inorganic Chemistry Communications 112, pages 107706.
Crossref
Ghodsi M. Ziarani, Fatemeh Mohajer, Razieh Moradi & Parisa Mofatehnia. (2019) The Molecular Diversity Scope of Urazole in the Synthesis of Organic Compounds. Current Organic Synthesis 16:7, pages 953-967.
Crossref
Cheng Cheng, Xiaobin Sun, Zelin Wu, Qianwei Liu, Liqiang Xiong & Zhiwei Miao. (2019) Lewis base catalyzed regioselective cyclization of allene ketones or α-methyl allene ketones with unsaturated pyrazolones. Organic & Biomolecular Chemistry 17:12, pages 3232-3238.
Crossref
Maryam Arghan, Nadiya Koukabi & Eskandar Kolvari. (2019) Polyvinyl amine as a modified and grafted shell for Fe3O4 nanoparticles: As a strong solid base catalyst for the synthesis of various dihydropyrano[2,3-c]pyrazole derivatives and the Knoevenagel condensation. Journal of Saudi Chemical Society 23:2, pages 150-161.
Crossref
Davood Azarifar & Masoud Khaleghi-Abbasabadi. (2018) Fe3O4-supported N-pyridin-4-amine-grafted graphene oxide as efficient and magnetically separable novel nanocatalyst for green synthesis of 4H-chromenes and dihydropyrano[2,3-c]pyrazole derivatives in water. Research on Chemical Intermediates 45:2, pages 199-222.
Crossref
Samahe Sadjadi, Majid M. Heravi, Vahideh Zadsirjan & Vahid Farzaneh. (2018) A ternary hybrid system based on combination of mesoporous silica, heteropolyacid and double-layered clay: an efficient catalyst for the synthesis of 2,4-dihydro-3H-pyrazol-3-ones and pyranopyrazoles in aqueous medium: studying the effect of the synthetic procedure on the catalytic activity. Research on Chemical Intermediates 44:11, pages 6765-6785.
Crossref
Arvind H. Jadhav, Divya Prasad, Harsharaj S. Jadhav, Bhari Mallanna Nagaraja & Jeong Gil Seo. (2018) Tailoring and exploring the basicity of magnesium oxide nanostructures in ionic liquids for Claisen-Schmidt condensation reaction. Energy 160, pages 635-647.
Crossref
Chamseddine Derabli, Imen Boualia, Ahmed B. Abdelwahab, Raouf Boulcina, Chawki Bensouici, Gilbert Kirsch & Abdelmadjid Debache. (2018) A cascade synthesis, in vitro cholinesterases inhibitory activity and docking studies of novel Tacrine-pyranopyrazole derivatives. Bioorganic & Medicinal Chemistry Letters 28:14, pages 2481-2484.
Crossref
Somayeh Hashemi-Uderji & Mohammad Abdollahi-Alibeik. (2018) One-pot three-component process for the synthesis of substituted pyrano[2,3-c]pyrazoles catalyzed by nanostructured FSM-16-SO3H. Journal of the Iranian Chemical Society 15:8, pages 1709-1719.
Crossref
M. Honarmand & M. Givzad. (2017) An efficient and eco-friendly process for the Knoevenagel reaction using nano organosalt catalyst. International Journal of Environmental Science and Technology 15:7, pages 1551-1560.
Crossref
Davood Azarifar, Mehrdad Tadayoni & Masoumeh Ghaemi. (2018) γ‐Fe 2 O 3 @Cu 3 Al‐LDH‐TUD as a new Amphoteric, Highly Efficient and Recyclable Heterogeneous Catalyst for the Solvent‐free Synthesis of Dihydropyrano[3,2‐ c ]pyrazoles and dihydropyrano[3,2‐ c ]chromens . Applied Organometallic Chemistry 32:4.
Crossref
Moones Honarmand. (2017) Green synthesis of a nano salt and its application as multifunctional organocatalyst for Knoevenagel condensation. Research on Chemical Intermediates 43:11, pages 6421-6432.
Crossref
Tong Liu, Cheng-Bin Li, Ya-Qin Yu & Da-Zhen Xu. (2017) An Efficient Four-Component Reaction for the Rapid Synthesis of Highly Functionalized Pyrano[2,3- c ]pyrazoles Catalyzed by [Dabco-H][AcO] Ionic Liquid Under Mild Condition . ChemistrySelect 2:10, pages 2917-2921.
Crossref
Xingtian Huang, Zhipeng Li, Dongyang Wang & Yiqun Li. (2016) Bovine serum albumin: An efficient and green biocatalyst for the one-pot four-component synthesis of pyrano[2,3-c]pyrazoles. Chinese Journal of Catalysis 37:9, pages 1461-1467.
Crossref
Zhangxiu Lu, Jinlong Xiao, Dongyang Wang & Yiqun Li. (2015) An Efficient One‐Pot Five‐Component Tandem Sequential Approach for the Synthesis of Pyranopyrazole Derivatives via Suzuki Coupling and Multicomponent Reaction. Asian Journal of Organic Chemistry 4:5, pages 487-492.
Crossref
Nasir Iravani, Mosadegh Keshavarz, Hossein Ali Shojaeian Kish & Rasool Parandvar. (2015) Tin sulfide nanoparticles supported on activated carbon as an efficient and reusable Lewis acid catalyst for three-component one-pot synthesis of 4H-pyrano[2,3-c]pyrazole derivatives. Chinese Journal of Catalysis 36:4, pages 626-633.
Crossref
Michail N. Elinson, Ruslan F. Nasybullin, Fedor V. Ryzhkov, Tatiana A. Zaimovskaya & Gennady I. Nikishin. (2015) Solvent-free and ‘on-water’ multicomponent assembling of aldehydes, 3-methyl-2-pyrazoline-5-one, and malononitrile: fast and efficient approach to medicinally relevant pyrano[2,3-c]pyrazole scaffold. Monatshefte für Chemie - Chemical Monthly 146:4, pages 631-635.
Crossref
Junhua Li & Daming Du. (2015) Enantioselective Synthesis of N ‐Phenyl‐dihydropyrano[2,3‐ c ]pyrazoles via Cascade Michael Addition/Thorpe‐Ziegler Type Cyclization Catalyzed by a Chiral Squaramide . Chinese Journal of Chemistry 33:4, pages 418-424.
Crossref
Mohammad Ali Zolfigol, Fatemeh Afsharnadery, Saeed Baghery, Sadegh Salehzadeh & Farahnaz Maleki. (2015) Catalytic applications of {[HMIM]C(NO 2 ) 3 }: as a nano ionic liquid for the synthesis of pyrazole derivatives under green conditions and a mechanistic investigation with a new approach . RSC Advances 5:92, pages 75555-75568.
Crossref
Arijit Saha, Soumen Payra & Subhash Banerjee. (2015) One-pot multicomponent synthesis of highly functionalized bio-active pyrano[2,3-c]pyrazole and benzylpyrazolyl coumarin derivatives using ZrO 2 nanoparticles as a reusable catalyst . Green Chemistry 17:5, pages 2859-2866.
Crossref
Davood Azarifar, Seyed-Mola Khatami, Mohammad Ali Zolfigol & Razieh Nejat-Yami. (2013) Nano-titania sulfuric acid-promoted synthesis of tetrahydrobenzo[b]pyran and 1,4-dihydropyrano[2,3-c]pyrazole derivatives under ultrasound irradiation. Journal of the Iranian Chemical Society 11:4, pages 1223-1230.
Crossref
Hong-Fei Zhang, Zheng-Qing Ye & Gang Zhao. (2014) Enantioselective synthesis of functionalized fluorinated dihydropyrano [2,3-c]pyrazoles catalyzed by a simple bifunctional diaminocyclohexane-thiourea. Chinese Chemical Letters 25:4, pages 535-540.
Crossref
Alexey I. Ilovaisky, Michael G. Medvedev, Valentina M. Merkulova, Michail N. Elinson & Gennady I. Nikishin. (2013) Green Approach to the Design of Functionalized Medicinally Privileged 4‐Aryl‐1,4‐dihydropyrano[2,3‐ c ]‐pyrazole‐5‐carbonitrile Scaffold . Journal of Heterocyclic Chemistry 51:2, pages 523-526.
Crossref
DAVOOD AZARIFAR, SEYED-MOLA KHATAMI & RAZIEH NEJAT-YAMI. (2014) Nano-titania-supported Preyssler-type heteropolyacid: An efficient and reusable catalyst in ultrasound-promoted synthesis of 4H-chromenes and 4H-pyrano[2,3-c]pyrazoles. Journal of Chemical Sciences 126:1, pages 95-101.
Crossref
Rui-Yun Guo, Zhi-Min An, Li-Ping Mo, Shu-Tao Yang, Hong-Xia Liu, Shu-Xia Wang & Zhan-Hui Zhang. (2013) Meglumine promoted one-pot, four-component synthesis of pyranopyrazole derivatives. Tetrahedron 69:47, pages 9931-9938.
Crossref
Davood Azarifar, Razieh Nejat-Yami & Mohammad Ali Zolfigol. (2013) 1,4-Diazabicyclo[2.2.2]octane-Catalyzed One-Pot Synthesis of Pyrazolo[1,2- a ][1,2,4]triazole-1,3-diones under Ultrasound Acceleration . Journal of Heterocyclic Chemistry 50:6, pages 1386-1390.
Crossref
H. Sheibani & M. Babaie. (2014) Three-component synthesis of 4-amino-2-aryl-2H-pyrimido-[1,2-b][1,3]benzazole-3-carbonitriles and 4H-pyrimido-[2,1-b][1,3]benzazoles in the presence of magnesium oxide and 12-tungstophosphoric acid as catalysts. Russian Chemical Bulletin 62:10, pages 2202-2208.
Crossref
Ali Azarifar, Razieh Nejat-Yami, Mohammad Al Kobaisi & Davood Azarifar. (2012) Magnetic La0.7Sr0.3MnO3 nanoparticles: recyclable and efficient catalyst for ultrasound-accelarated synthesis of 4H-chromenes, and 4H-pyrano[2,3-c]pyrazoles. Journal of the Iranian Chemical Society 10:3, pages 439-446.
Crossref
Mohammad Seifi, Mahboobeh K. Rabori & Hassan Sheibani. (2013) Highly Efficient Method for Synthesis of N-Amino-2-Pyridone Derivatives in the Presence of Catalysts such as Magnesium Oxide (MgO) and Bismuth(III) Nitrate Pentahydrate (Bi(NO<sub>3</sub>)<sub>3</sub>&#183;5H<sub>2</sub>O). Modern Research in Catalysis 02:02, pages 8-12.
Crossref
Santhosh Reddy Mandha, Sravanthi Siliveri, Manjula Alla, Vittal Rao Bommena, Madhava Reddy Bommineni & Sridhar Balasubramanian. (2012) Eco-friendly synthesis and biological evaluation of substituted pyrano[2,3-c]pyrazoles. Bioorganic & Medicinal Chemistry Letters 22:16, pages 5272-5278.
Crossref
Maryam Babaie & Hassan Sheibani. (2011) Nanosized magnesium oxide as a highly effective heterogeneous base catalyst for the rapid synthesis of pyranopyrazoles via a tandem four-component reaction. Arabian Journal of Chemistry 4:2, pages 159-162.
Crossref
Larry Yet. 2011. 231 266 .
Ravi S. Balaskar, Sandip N. Gavade, Madhav S. Mane, Bapurao B. Shingate, Murlidhar S. Shingare & Dhananjay V. Mane. (2010) Greener approach towards the facile synthesis of 1,4-dihydropyrano[2,3-c]pyrazol-5-yl cyanide derivatives at room temperature. Chinese Chemical Letters 21:10, pages 1175-1179.
Crossref
Hassan Sheibani & Maryam Babaie. (2010) ChemInform Abstract: Three‐Component Reaction to Form 1,4‐Dihydropyrano[2,3‐c]pyrazol‐5‐yl Cyanides.. ChemInform 41:26.
Crossref
Fatemeh Mohajer. (2021) The Synthesis of SBA-15-Pr-3AP@Pd and its Application as a Highly Dynamic, Eco-Friendly Heterogeneous Catalyst for Suzuki-Miyaura Cross-Coupling Reaction. SSRN Electronic Journal.
Crossref

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.