Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 34, 2004 - Issue 24
243
Views
62
CrossRef citations to date
0
Altmetric
Original Articles

One‐Pot Synthesis of 2‐Amino‐4‐aryl‐3‐carbalkoxy‐7,7‐dimethyl‐5,6,7,8‐tetrahydrobenzo[b]pyran Derivatives Catalyzed by KF/Basic Al2O3 Under Ultrasound Irradiation

, , &
Pages 4565-4571 | Received 01 Jul 2004, Published online: 12 Jan 2011

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

Read on this site (15)

Nemat Shabani, Mohammad Reza Poor Heravi, Mirzaagha Babazadeh, Elnaz Ghasemi, Mojtaba Amini & Craig Robertson. (2022) 2-Aminoisoindoline-1,3-Dione-Functionalized Fe3O4/Chloro-Silane Core-Shell Nanoparticles as Reusable Catalyst: An Efficient Heterogeneous Magnetic Nanoparticles for Synthesis of 4H-Pyran Derivatives through Multicomponent Reaction. Polycyclic Aromatic Compounds 42:7, pages 4561-4577.
Read now
Farideh Ataie, Abolghasem Davoodnia & Amir Khojastehnezhad. (2021) Graphene Oxide Functionalized Organic-Inorganic Hybrid (GO–Si–NH2–PMo): An Efficient and Green Catalyst for the Synthesis of Tetrahydrobenzo[b]pyran Derivatives. Polycyclic Aromatic Compounds 41:4, pages 781-794.
Read now
Navjeet Kaur. (2018) Synthesis of six- and seven-membered heterocycles under ultrasound irradiation. Synthetic Communications 48:11, pages 1235-1258.
Read now
Vaibhav W. Godse, Umesh R. Sonwane, Parmeshwar P. Pawar, Sahebrao S. Rindhe, Pravin S. Kendrekar & Rajendra P. Pawar. (2017) L-Pyrrolidine-2-Carboxylic Acid Sulfate: A New Ionic Liquid for the Synthesis of Bioactive Tetrahydrobenzo[b]pyrans. Organic Preparations and Procedures International 49:4, pages 363-369.
Read now
Khatereh Khandan-Barani, Mehrnoosh Kangani, Maryam Mirbaluchzehi & Zahra Siroos. (2017) Synthesis of tetrahydrobenzo[b]pyran and 3,4-dihydropyrimidinone derivatives using glutamic acid as an efficient catalyst. Inorganic and Nano-Metal Chemistry 47:5, pages 751-755.
Read now
Shohreh Ameli, Abolghasem Davoodnia & Mehdi Pordel. (2016) Rapid One-pot Aspartic Acid-promoted Synthesis of Tetrahydrobenzo[b]pyrans in Water. Organic Preparations and Procedures International 48:4, pages 328-336.
Read now
Anil Kumar & M. Sudershan Rao. (2012) An expeditious and greener one-pot synthesis of 4H-chromenes catalyzed by Ba(OTf)2 in PEG-water. Green Chemistry Letters and Reviews 5:3, pages 283-290.
Read now
Akbar Mobinikhaledi, Naser Foroughifar & Mohammad Ali Bodaghi Fard. (2010) Eco-friendly and Efficient Synthesis of Pyrano[2,3-d] pyrimidinone and Tetrahydrobenzo[b]pyran Derivatives in Water. Synthesis and Reactivity in Inorganic, Metal-Organic, and Nano-Metal Chemistry 40:3, pages 179-185.
Read now
Wen-Bo Sun, Peng Zhang, Jia Fan, Shao-Hua Chen & Zhan-Hui Zhang. (2010) Lithium Bromide as a Mild, Efficient, and Recyclable Catalyst for the One-Pot Synthesis of Tetrahydro-4H-Chromene Derivatives in Aqueous Media. Synthetic Communications 40:4, pages 587-594.
Read now
Ying Xin, Zhi-He Zang & Feng-Lei Chen. (2009) Ultrasound-Promoted Synthesis of 1,5-Diarylpenta-2,4-dien-1-ones Catalyzed by Activated Barium Hydroxide. Synthetic Communications 39:22, pages 4062-4068.
Read now
Li-Qin Yu, Fei Liu & Qi-Dong You. (2009) One-Pot Synthesis of Tetrahydrobenzo[b]pyran Derivatives Catalyzed by Amines in Aqueous Media. Organic Preparations and Procedures International 41:1, pages 77-82.
Read now
M. Syamala. (2009) Recent Progress in Three-Component Reactions. An Update. Organic Preparations and Procedures International 41:1, pages 1-68.
Read now
Saeed Balalaie, Morteza Bararjanian, Masoumeh Sheikh‐Ahmadi, Shohreh Hekmat & Peyman Salehi. (2007) Diammonium Hydrogen Phosphate: An Efficient and Versatile Catalyst for the One‐Pot Synthesis of Tetrahydrobenzo[b]pyran Derivatives in Aqueous Media. Synthetic Communications 37:7, pages 1097-1108.
Read now

Articles from other publishers (47)

Buri Apparao, Alice R. Robert, Muthyala Murali Krishna Kumar, Rama Krishna Madaka, Pamerla Muralidhar, Suresh Maddila & Sreekantha B. Jonnalagadda. (2023) Design of novel 2-amino-pyrans via a green and facile one-pot multicomponent protocol using RuO2/Al2O3 as reusable catalyst. Research on Chemical Intermediates 49:3, pages 1043-1058.
Crossref
Noimur Rahman, Nisha Kushwah & K. Indira Priyadarsini. (2023) A redox active organodiselenide as an efficacious catalyst for the synthesis of oxygen-containing heterocyclic compounds. New Journal of Chemistry.
Crossref
Meena Devi, Rahul Singh, Jayant Sindhu, Ashwani Kumar, Sohan Lal, Ramesh Kumar, Khalid Hussain, Megha Sachdeva, Devender Singh & Parvin Kumar. (2022) Sonochemical Protocols for Heterocyclic Synthesis: A Representative Review. Topics in Current Chemistry 380:2.
Crossref
Setareh Azimzadeh-Sadeghi & Issa Yavari. (2020) Choline chloride/pentaerythritol: a deep eutectic solvent for the synthesis of pyran and chromene derivatives. Journal of the Iranian Chemical Society 18:6, pages 1261-1267.
Crossref
Saurabh Puri, Anupama Parmar & Harish Kumar Chopra. 2021. Handbook of Greener Synthesis of Nanomaterials and Compounds. Handbook of Greener Synthesis of Nanomaterials and Compounds 177 246 .
J. Saranya, F. Benhiba, N. Anusuya, Ram Subbiah, A. Zarrouk & S. Chitra. (2020) Experimental and computational approaches on the pyran derivatives for acid corrosion. Colloids and Surfaces A: Physicochemical and Engineering Aspects 603, pages 125231.
Crossref
Sara Saneinezhad, Leila Mohammadi, Vahideh Zadsirjan, Fatemeh F. Bamoharram & Majid M. Heravi. (2020) Silver nanoparticles-decorated Preyssler functionalized cellulose biocomposite as a novel and efficient catalyst for the synthesis of 2-amino-4H-pyrans and spirochromenes. Scientific Reports 10:1.
Crossref
Azra Zarei, Meysam Yarie, Mohammad Ali Zolfigol & Khodabakhsh Niknam. (2019) Synthesis of a novel bifunctional oxyammonium‐based ionic liquid: Application for the synthesis of pyrano[4,3‐ b ]pyrans and tetrahydrobenzo[ b ]pyrans . Journal of the Chinese Chemical Society 67:6, pages 1120-1131.
Crossref
U. P. Patil, Rupesh C. Patil & Suresh S. Patil. (2020) Waste mussel shell as a highly efficient heterogeneous catalyst for the synthesis of polyfunctionalized 4H-pyrans in aqueous media. Reaction Kinetics, Mechanisms and Catalysis 129:2, pages 679-691.
Crossref
K. A. Ahmed, H. M. El-Hennawi, A. A. Shahin & A. A. Ragheb. (2019) Preparation of nano disperse dye based on benzopyran in one pot reaction using microwave irradiation and its appliance in textile printing. SN Applied Sciences 1:9.
Crossref
Seyedeh Fatemeh Hojati, Amirhassan Amiri, Nasrin MoeiniEghbali & Sakineh Mohamadi. (2018) Polypyrrole/Fe 3 O 4 /CNT as a recyclable and highly efficient catalyst for one-pot three-component synthesis of pyran derivatives . Applied Organometallic Chemistry 32:4, pages e4235.
Crossref
Hossein Naeimi & Maryam Farahnak Zarabi. (2018) Gold nanoparticles supported on thiol-functionalized reduced graphene oxide as effective recyclable catalyst for synthesis of tetrahydro-4H-chromenes in aqueous media. Applied Organometallic Chemistry 32:4, pages e4225.
Crossref
Leila Khazdooz, Amin Zarei, Tahmineh Ahmadi, Hamidreza Aghaei, Laleh Golestanifar & Nafisehsadat Sheikhan. (2017) Highly efficient and environmentally benign method for the synthesis of tetrahydrobenzo[b]pyrans using Ca9.5Mg0.5(PO4)5.5(SiO4)0.5F1.5 as a new bio- and nanocatalyst with Brønsted base and Lewis acid properties. Research on Chemical Intermediates 44:1, pages 93-115.
Crossref
Nosrat O. Mahmoodi & Zahra Khazaei. (2017) Preparation, characterization and use of sulfonylbis(1,4-phenylene)bis(sulfamic acid) as an eco-benign, efficient, reusable and heterogeneous catalyst for the synthesis of mono- and bis-chromenes. Journal of the Iranian Chemical Society 14:9, pages 1889-1898.
Crossref
Jamshid Rakhtshah, Sadegh Salehzadeh, Mohammad Ali Zolfigol & Saeed Baghery. (2017) Mn(III)-pentadentate Schiff base complex supported on multi-walled carbon nanotubes as a green, mild and heterogeneous catalyst for the synthesis of tetrahydrobenzo[ b ]pyrans via tandem Knoevenagel-Michael cyclocondensation reaction . Applied Organometallic Chemistry 31:9, pages e3690.
Crossref
Seyedeh Fatemeh Hojati, Maryam Moosavifar & Toktam Ghorbanipoor. (2017) Improvement in nanocomposite host (nanocavity of dealuminated zeolite Y)-guest (12-molybdophosphoric acid) catalytic activity and its application to the one-pot three-component synthesis of tetrahydrobenzo[ b ]pyrans. Comptes Rendus Chimie 20:5, pages 520-525.
Crossref
Ali A. Mohammadi, Mohammad R. Asghariganjeh & Armin Hadadzahmatkesh. (2017) Synthesis of tetrahydrobenzo[b]pyran under catalysis of NH4Al(SO4)2·12H2O (Alum). Arabian Journal of Chemistry 10, pages S2213-S2216.
Crossref
Bubun Banerjee. (2017) Recent developments on ultrasound-assisted one-pot multicomponent synthesis of biologically relevant heterocycles. Ultrasonics Sonochemistry 35, pages 15-35.
Crossref
Mohammad Ali Zolfigol, Meysam Yarie & Saeed Baghery. (2016) [4,4′-Bipyridine]-1,1′-diium tricyanomethanide as a nanostructured molten salt and its catalytic application in the synthesis of tetrahydrobenzo[b]pyrans, amido and aminoalkyl naphthol derivatives. Journal of Molecular Liquids 222, pages 923-932.
Crossref
Hamzeh Kiyani & Mozhgan Sadat Jalali. (2016) Facile and Efficient Access to Tetrahydrobenzo[b]pyrans Catalyzed by N,N-Dimethylbenzylamine. HETEROCYCLES 92:1, pages 75.
Crossref
Ridaphun Nongrum, Geetmani Singh Nongthombam, Mattilang Kharkongor, Jims World Star Rani, Noimur Rahman, Chingrishon Kathing, Bekington Myrboh & Rishanlang Nongkhlaw. (2016) A nano-organo catalyzed route towards the efficient synthesis of benzo[b]pyran derivatives under ultrasonic irradiation. RSC Advances 6:110, pages 108384-108392.
Crossref
Jianguo Yang, Shuo Liu, Huanan Hu, Shibin Ren & Anguo Ying. (2015) One-pot three-component synthesis of tetrahydrobenzo[b]pyrans catalyzed by cost-effective ionic liquid in aqueous medium. Chinese Journal of Chemical Engineering 23:8, pages 1416-1420.
Crossref
Maryam Moghaddas & Abolghasem Davoodnia. (2014) Atom-economy click synthesis of tetrahydrobenzo[b]pyrans using carbon-based solid acid as a novel, highly efficient and reusable heterogeneous catalyst. Research on Chemical Intermediates 41:7, pages 4373-4386.
Crossref
Elangovann Chandralekha, Arumugam Thangamani & Ramiah Valliappan. (2013) Efficient atom-economical solvent-free one-pot multicomponent synthesis of 2-amino-4H-benzo[b]pyrans catalyzed by solid base SiO2-OK as a reusable catalyst. Research on Chemical Intermediates 41:4, pages 1951-1966.
Crossref
Huanan Hu, Fangli Qiu, Anguo Ying, Jianguo Yang & Haiping Meng. (2014) An Environmentally Benign Protocol for Aqueous Synthesis of Tetrahydrobenzo[b]Pyrans Catalyzed by Cost-Effective Ionic Liquid. International Journal of Molecular Sciences 15:4, pages 6897-6909.
Crossref
Naser Montazeri, Taghva Noghani, Mona Ghorchibeigy & Rozita Zoghi. (2014) Pentafluoropropionic Acid: An Efficient and Metal-Free Catalyst for the One-Pot Synthesis of Tetrahydrobenzo[ b ]pyran Derivatives . Journal of Chemistry 2014, pages 1-5.
Crossref
Abdollah Fallah-Shojaei, Khalil Tabatabaeian, Farhad Shirini & Seyyedeh Zoha Hejazi. (2014) Multi-walled carbon nanotube supported Fe3O4NPs: an efficient and reusable catalyst for the one-pot synthesis of 4H-pyran derivatives. RSC Advances 4:19, pages 9509.
Crossref
Ying‐Lei Wang, Zhuo Li, Jun Luo & Zu‐Liang Liu. (2013) One‐pot Synthesis of Tetrahydrobenzo[b]pyrans Catalyzed by PEG‐1000 Bridged Primary Amine Functionalized Dicationic Ionic Liquid in Water. Journal of the Chinese Chemical Society 60:12, pages 1431-1436.
Crossref
Rajashree Patil, Priyanka Bhoir, Padmini Deshpande, Tejas Wattamwar, Mahesh Shirude & Pratip Chaskar. (2013) Relevance of sonochemistry or ultrasound (US) as a proficient means for the synthesis of fused heterocycles. Ultrasonics Sonochemistry 20:6, pages 1327-1336.
Crossref
Mohammad Ali Nasseri & Seyed Mohsen Sadeghzadeh. (2013) A highly active FeNi3–SiO2 magnetic nanoparticles catalyst for the preparation of 4H-benzo[b]pyrans and Spirooxindoles under mild conditions. Journal of the Iranian Chemical Society 10:5, pages 1047-1056.
Crossref
S. Bhavanarushi, V. Kanakaiah, E. Yakaiah, V. Saddanapu, A. Addlagatta & J. Vatsala Rani. (2012) Synthesis, cytotoxic, and DNA binding studies of novel fluorinated condensed pyrano pyrazoles. Medicinal Chemistry Research 22:5, pages 2446-2454.
Crossref
Ismail Abulkalam AzathPillaiyar PuthiarajKasi Pitchumani. (2012) One-Pot Multicomponent Solvent-Free Synthesis of 2-Amino-4 H -benzo[ b ]pyrans Catalyzed by Per-6-amino-β-cyclodextrin . ACS Sustainable Chemistry & Engineering 1:1, pages 174-179.
Crossref
Mohsen Shekouhy & Alireza Hasaninejad. (2012) Ultrasound-promoted catalyst-free one-pot four component synthesis of 2H-indazolo[2,1-b]phthalazine-triones in neutral ionic liquid 1-butyl-3-methylimidazolium bromide. Ultrasonics Sonochemistry 19:2, pages 307-313.
Crossref
Mithu Saha & Amarta Kumar Pal. (2012) Palladium (0) Nanoparticles: A Novel and Reusable Catalyst for the Synthesis of Various Pyran Derivatives. Advances in Nanoparticles 01:03, pages 61-70.
Crossref
Subhash Banerjee, Alissa Horn, Hari Khatri & Grigoriy Sereda. (2011) A green one-pot multicomponent synthesis of 4H-pyrans and polysubstituted aniline derivatives of biological, pharmacological, and optical applications using silica nanoparticles as reusable catalyst. Tetrahedron Letters 52:16, pages 1878-1881.
Crossref
Abolghasem Davoodnia, Sadegh Allameh, Samineh Fazli & Niloofar Tavakoli-Hoseini. (2011) One-pot synthesis of 2-amino-3-cyano-4-arylsubstituted tetrahydrobenzo[b]pyrans catalysed by silica gel-supported polyphosphoric acid (PPA-SiO2) as an efficient and reusable catalyst. Chemical Papers 65:5.
Crossref
Enrique Ruiz, Hortensia Rodríguez, Julieta Coro, Esperanza Salfrán, Margarita Suárez, Roberto Martínez-Alvarez & Nazario Martín. (2011) Ultrasound-assisted one-pot, four component synthesis of 4-aryl 3,4-dihydropyridone derivatives. Ultrasonics Sonochemistry 18:1, pages 32-36.
Crossref
D. M. Pore, K. A. Undale, B. B. Dongare & U. V. Desai. (2009) Potassium Phosphate Catalyzed a Rapid Three-Component Synthesis of Tetrahydrobenzo[b]pyran at Ambient Temperature. Catalysis Letters 132:1-2, pages 104-108.
Crossref
Rodrigo Cella & Hélio A. Stefani. (2009) Ultrasound in heterocycles chemistry. Tetrahedron 65:13, pages 2619-2641.
Crossref
Huizhen Zhi, Chunxu Lü, Qiang Zhang & Jun Luo. (2009) A new PEG-1000-based dicationic ionic liquid exhibiting temperature-dependent phase behavior with toluene and its application in one-pot synthesis of benzopyrans. Chemical Communications:20, pages 2878.
Crossref
El Sayed H. El Ashry, Laila F. Awad, Yeldez El Kilany & Elsayed I. Ibrahim. 2009. Advances in Heterocyclic Chemistry Volume 98. Advances in Heterocyclic Chemistry Volume 98 1 141 .
Lu Chen, Yi‐Qun Li, Xu‐Jiang Huang & Wen‐Jie Zheng. (2009) N , N ‐dimethylamino‐functionalized basic ionic liquid catalyzed one‐pot multicomponent reaction for the synthesis of 4 H ‐benzo[ b ]pyran derivatives under solvent‐free condition . Heteroatom Chemistry 20:2, pages 91-94.
Crossref
Rahim Hekmatshoar, Soma Majedi & Khadijeh Bakhtiari. (2008) Sodium selenate catalyzed simple and efficient synthesis of tetrahydro benzo[b]pyran derivatives. Catalysis Communications 9:2, pages 307-310.
Crossref
Saeed Balalaie, Masoumeh Sheikh-Ahmadi & Morteza Bararjanian. (2007) Tetra-methyl ammonium hydroxide: An efficient and versatile catalyst for the one-pot synthesis of tetrahydrobenzo[b]pyran derivatives in aqueous media. Catalysis Communications 8:11, pages 1724-1728.
Crossref
Sunita B. Bandgar, Babasaheb P. Bandgar, Balaji L. Korbad, Jalinder V. Totre & Sachin Patil. (2007) Uncatalyzed Reactions in Aqueous Media: Three-Component, One-Pot, Clean Synthesis of Tetrahydrobenzo[b]pyran Derivatives. Australian Journal of Chemistry 60:4, pages 305.
Crossref
Roberto Ballini, Roberto Rabanedo Clemente, Alessandro Palmieri & Marino Petrini. (2006) Conjugate Addition of Indoles to Nitroalkenes Promoted by Basic Alumina in Solventless Conditions. Advanced Synthesis & Catalysis 348:1-2, pages 191-196.
Crossref
Ji‐Tai Li, Wen‐Zhi Xu, Li‐Chao Yang & Tong‐Shuang Li. (2005) One‐Pot Synthesis of 2‐Amino‐4‐aryl‐3‐carbalkoxy‐7,7‐dimethyl‐5,6,7,8‐tetrahydrobenzo [b]pyran Derivatives Catalyzed by KF/Basic Al 2 O 3 under Ultrasound Irradiation. . ChemInform 36:21.
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.