Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 40, 2010 - Issue 4
416
Views
73
CrossRef citations to date
0
Altmetric
Original Articles

Lithium Bromide as a Mild, Efficient, and Recyclable Catalyst for the One-Pot Synthesis of Tetrahydro-4H-Chromene Derivatives in Aqueous Media

, , , &
Pages 587-594 | Received 16 Jan 2009, Published online: 03 Feb 2010

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

Read on this site (5)

Xiaomeng Yu & Zhongqiang Zhou. (2018) Potassium phthalimide catalyzed efficient synthesis of 2-Amino-3-phenylsulfonyl-4H-chromenes under Solvent-Free Conditions. Phosphorus, Sulfur, and Silicon and the Related Elements 193:6, pages 387-393.
Read now
Ganesh T. Pawar, Rameshwar R. Magar & Machhindra K. Lande. (2018) Mesolite: An Efficient Heterogeneous Catalyst for One-Pot Synthesis of 2-Amino-4H-chromenes. Polycyclic Aromatic Compounds 38:1, pages 75-84.
Read now
Dattatray N. Survase, Hemant V. Chavan, Sakharam B. Dongare & Vasant B. Helavi. (2016) Polyethylene glycol in water: Simple, efficient, and catalyst-free synthesis of 4H-pyran derivatives. Synthetic Communications 46:20, pages 1665-1670.
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

Articles from other publishers (68)

Harish Kumar Edapu, Sathyanarayana Boodida, Ramakanth Pagadala & Thirupathi Damera. (2024) 2‐Aminopyrazine catalyzed three‐component and one‐pot construction of 2‐amino‐4 H ‐chromene‐3‐carbonitrile by mortar‐pestle grinding and molecular docking studies . Journal of the Chinese Chemical Society 71:2, pages 240-247.
Crossref
Farzaneh Mohamadpour. (2023) Synthesis of pyran-annulated heterocyclic system under catalyst-solvent-free conditions using solar energy as renewable energy source. Research on Chemical Intermediates 49:10, pages 4317-4329.
Crossref
Samarpita Das, Pulkit Asati, Harish K. Indurthi, Ashutosh Kumar Dash & Deepak K. Sharma. 2023. The Role of Chromenes in Drug Discovery and Development. The Role of Chromenes in Drug Discovery and Development 17 42 .
Manisha Mishra, K. J. Jomon, Sampath Chinnam, Jyothis Devasia, Aatika Nizam & M. B. Madhusudana Reddy. (2023) Switchable surface activity of Bi2Al4O9 nano particles: A contemporary approach in heterocyclic synthesis. Journal of Nanoparticle Research 25:3.
Crossref
Zahra Akhlaghi, Mohammad R. Naimi-Jamal, Leila Panahi, Mohammad G. Dekamin & Bahareh Farasati Far. (2023) Solvent-free mechanochemical multicomponent preparation of 4H-pyrans catalyzed by Cu2(NH2-BDC)2(DABCO) metal-organic framework. Heliyon 9:2, pages e13522.
Crossref
Elahe Gholamiyan Karkon & Hossein Mostafavi. (2023) Design, preparation and characterization of Fe 3 O 4 @SiO 2 @ECH@thiocarbazide@Au( i )@chitosan nanoparticles as a catalyst for the synthesis of 3,4-dihydropyrano[3,2- c ]chromenes . New Journal of Chemistry 47:5, pages 2417-2430.
Crossref
Lalhruaizela, Brilliant N. Marak, Biki Hazarika, Sunil Kumar Pandey, Ramesh Kataria & Ved Prakash Singh. (2022) Study of self-assembly features in 4H-pyrans: Synthesis, Hirshfeld surface, and energy framework analysis. Journal of Molecular Structure 1265, pages 133361.
Crossref
Sandip P. Patil, Sachinkumar K. Shinde, Megha U. Patil & Suresh S. Patil. (2022) Coconut endocarp shell ash (CESA): a versatile and waste-originated catalyst for the synthesis of tetrahydrobenzo[b]pyrans and 1, 4-dihydropyridines. Research on Chemical Intermediates 48:8, pages 3589-3612.
Crossref
Farhad Omarzehi Chahkamali, Sara Sobhani & Jose Miguel Sansano. (2022) A novel base-metal multifunctional catalyst for the synthesis of 2-amino-3-cyano-4H-chromenes by a multicomponent tandem oxidation process. Scientific Reports 12:1.
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
Mozhgan Esmati & Behzad Zeynizadeh. (2021) Introducing rGO@Fe 3 O 4 @Ni as an efficient magnetic nanocatalyst for the synthesis of tetrahydrobenzopyranes via multicomponent coupling reactions of dimedone, malononitrile, and aromatic aldehydes . Applied Organometallic Chemistry 36:2.
Crossref
Priyanka Patil, Suresh Kadam, Dayanand Patil & Paresh More. (2022) An eco-friendly innovative halide and metal-free basic ionic liquid catalyzed synthesis of tetrahydrobenzo [b] pyran derivatives in aqueous media: A sustainable protocol. Journal of Molecular Liquids 345, pages 117867.
Crossref
Muhammad Naveed Javed, Imran Ali Hashmi, Shoaib Muhammad, Ahmed Bari, Syed Ghulam Musharraf, Syed Junaid Mahmood, Saima Javed, Firdous Imran Ali, Faisal Rafique, Muhammad Amjad Ilyas & Waqas Ahmed Waseem. (2021) Ionic liquids containing plant derived benzoate as anions, exhibiting supramolecular polymeric aggregation: Impact of the aggregation on organic catalysis in aqueous medium. Journal of Molecular Liquids 336, pages 116329.
Crossref
M. Mishra, K. R. S. Devi, D. Pinheiro & A. Nizam. (2020) Zirconia Supported on Rice Husk Silica from Biowaste: A Novel, Efficient, and Recoverable Nanocatalyst for the Green Synthesis of Tetrahydro-1-benzopyrans. Russian Journal of Organic Chemistry 56:10, pages 1784-1789.
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
Yajie Fu, Zeping Lu, Xiaolong Ma, Ke Fang, Xinyi He, Huajin Xu & Yi Hu. (2020) One-pot cascade synthesis of benzopyrans and dihydropyrano[c]chromenes catalyzed by lipase TLIM. Bioorganic Chemistry 99, pages 103888.
Crossref
Somaye Mohammadi & Hossein Naeimi. (2020) Functionalized CoFe 2 O 4 /lamellar mesopore silica anchored to melamine nanocomposite as a novel catalyst for synthesis of 4 H ‐chromenes under mild conditions . Applied Organometallic Chemistry 34:6.
Crossref
Bushra Chowhan, Monika Gupta, Neha Sharma & Antonio Frontera. (2020) DFT analysis of supra-molecular assemblies of substituted 4H-pyran derivatives. Journal of Molecular Structure 1207, pages 127785.
Crossref
Parteek Kour & Anil Kumar. (2020) Cinchonine-driven multi-component domino Knoevenagel–Michael strategy: metal-free synthesis of quinoline-based 4H-pyran and tetrahydro-4H-chromene derivatives. Research on Chemical Intermediates 46:4, pages 2025-2034.
Crossref
Reyhaneh Rahnamafa, Leila Moradi & Mehdi Khoobi. (2020) Rapid and green synthesis of 4H-benzo[b]pyrans using triethanolamine as an efficient homogeneous catalyst under ambient conditions. Research on Chemical Intermediates 46:4, pages 2109-2116.
Crossref
H. Hassani, Z. Jahani & H. H. Poor. (2020) Efficient Synthesis of 4H-Pyran and Spiro-Oxindole Derivatives Based on Al2O3/V2O5 Nanocomposite as Catalyst. Russian Journal of Organic Chemistry 56:3, pages 491-497.
Crossref
Prashant B Hiremath & K Kantharaju. (2020) An Efficient and Facile Synthesis of 2‐Amino‐4 H ‐pyrans &Tetrahydrobenzo[ b ]pyrans Catalysed by WEMFSA at Room Temperature . ChemistrySelect 5:6, pages 1896-1906.
Crossref
A.P. Manake, S.R. Patil & Vikas Patil. (2020) Ultrasonic synthesis of substituted chromenes by utilizing potassium titanium oxalate. Materials Today: Proceedings 26, pages 3487-3491.
Crossref
Mohammad Bakherad, Fatemeh Moosavi, Ali Keivanloo, Rahele Doosti, Elmira Moradian & Mahsa Armaghan. (2019) Catalyst-free green synthesis of tetrahydro-benzo[b]pyrans in magnetized water: experimental aspects and molecular dynamics simulation. Research on Chemical Intermediates 45:5, pages 2981-2997.
Crossref
M. Musawwer Khan, Saigal & Sarfaraz Khan. (2019) One‐Pot Knoevenagel–Michael–Cyclization Cascade Reaction for the Synthesis of Functionalized Novel 4 H ‐pyrans by Using ZnCl 2 as a Catalyst . Journal of Heterocyclic Chemistry 56:3, pages 1020-1029.
Crossref
Hamid Reza Saadati-Moshtaghin & Farrokhzad Mohammadi Zonoz. (2019) In situ preparation of CeO2 nanoparticles on the MCM-41 with magnetic core as a novel and efficient catalyst for the synthesis of substituted pyran derivatives. Inorganic Chemistry Communications 99, pages 44-51.
Crossref
Majid M. Heravi, Masoud Mirzaei, Seyed Yahya Shirazi Beheshtiha, Vahideh Zadsirjan, Fatemeh Mashayekh Ameli & Maryam Bazargan. (2018) H 5 BW 12 O 40 as a green and efficient homogeneous but recyclable catalyst in the synthesis of 4 H ‐Pyrans via multicomponent reaction . Applied Organometallic Chemistry 32:9.
Crossref
Ágnes Magyar & Zoltán Hell. (2018) One-pot, three-component, selective synthesis of the polyfunctionalized 4H-pyran and 4H-benzo[b]pyran derivatives in the presence of a highly efficient molecular sieve-supported zinc catalyst. Green Processing and Synthesis 7:4, pages 316-322.
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.
Crossref
Arezou Mohammadinezhad & Batool Akhlaghinia. (2018) Nanofibre Sepiolite Catalyzed Green and Rapid Synthesis of 2-Amino-4H-chromene Derivatives. Australian Journal of Chemistry 71:1, pages 32.
Crossref
Abdol R. HajipourZahra Khorsandi. (2017) Application of Immobilized Proline on CNTs and Proline Ionic Liquid as Novel Organocatalysts in the Synthesis of 2-Amino-4 H -pyran Derivatives: A Comparative Study between Their Catalytic Activities . ChemistrySelect 2:28, pages 8976-8982.
Crossref
Hamid Reza Saadati-Moshtaghin & Farrokhzad Mohammadi Zonoz. (2017) Preparation and characterization of magnetite-dihydrogen phosphate as a novel catalyst in the synthesis of tetrahydrobenzo[b]pyrans. Materials Chemistry and Physics 199, pages 159-165.
Crossref
Lu Chen, Sunan Bao, Lixiang Yang, Xian Zhang, Bin Li & Yibiao Li. (2017) Cheap thiamine hydrochloride as efficient catalyst for synthesis of 4H-benzo[b]pyrans in aqueous ethanol. Research on Chemical Intermediates 43:7, pages 3883-3891.
Crossref
Prasun Mukherjee & Asish R. Das. (2016) Diastereoselective Synthesis of Structurally and Stereochemically Diversified 2-Oxa-7-azabicyclo[4.1.0]hept-3-enyl Carboxylates and Their Potential Application toward the Synthesis of Functionalized Pyranooxazolone and Pyrrole Derivatives through Skeletal Transformations. The Journal of Organic Chemistry 81:13, pages 5513-5524.
Crossref
Mohammad G. Dekamin, S. Zahra Peyman, Zahra Karimi, Shahrzad Javanshir, M. Reza Naimi-Jamal & Mehdi Barikani. (2016) Sodium alginate: An efficient biopolymeric catalyst for green synthesis of 2-amino-4H-pyran derivatives. International Journal of Biological Macromolecules 87, pages 172-179.
Crossref
Amol U. Khandebharad, Swapnil R. Sarda, Charansingh H. Gill, Mahesh G. Soni & Brijmohan R. Agrawal. (2016) Condition based divergence in synthesis of tetrahydrobenzo[b]pyrans. Research on Chemical Intermediates 42:6, pages 5779-5787.
Crossref
Soheila Khajeh Dangolani, Farhad Panahi, Maryam Nourisefat & Ali Khalafi-Nezhad. (2016) 4-Dialkylaminopyridine modified magnetic nanoparticles: as an efficient nano-organocatalyst for one-pot synthesis of 2-amino-4H-chromene-3-carbonitrile derivatives in water. RSC Advances 6:95, pages 92316-92324.
Crossref
Pankaj Sharma, Monika Gupta, Rajni Kant & Vivek K. Gupta. (2016) One-pot synthesis of various 2-amino-4H-chromene derivatives using a highly active supported ionic liquid catalyst. RSC Advances 6:38, pages 32052-32059.
Crossref
Farhad Shirini, Masoumeh Abedini, Susan Zarrabzadeh & Mohadeseh Seddighi. (2015) Efficient synthesis of 4H-pyran derivatives using a polymeric catalyst based on PVP. Journal of the Iranian Chemical Society 12:12, pages 2105-2113.
Crossref
Hamzeh Kiyani & Fatemeh Ghorbani. (2014) Efficient tandem synthesis of a variety of pyran-annulated heterocycles, 3,4-disubstituted isoxazol-5(4H)-ones, and α,β-unsaturated nitriles catalyzed by potassium hydrogen phthalate in water. Research on Chemical Intermediates 41:10, pages 7847-7882.
Crossref
Fatemeh Noori Sadeh, Malek Taher Maghsoodlou, Nourallah Hazeri & Mehrnoosh Kangani. (2014) A facile and efficient synthesis of tetrahydrobenzo[b]pyrans using lactose as a green catalyst. Research on Chemical Intermediates 41:8, pages 5907-5914.
Crossref
Abbas Rahmati & Neda Pashmforoush. (2014) Synthesis of various heterocyclic compounds via multi-component reactions in water. Journal of the Iranian Chemical Society 12:6, pages 993-1036.
Crossref
Sumaiya Tabassum, Santhosh Govindaraju, Riyaz-ur-Rahaman Khan & Mohamed Afzal Pasha. (2015) Ultrasound mediated, iodine catalyzed green synthesis of novel 2-amino-3-cyano-4H-pyran derivatives. Ultrasonics Sonochemistry 24, pages 1-7.
Crossref
Sayyedeh Shadfar Pourpanah, Sayyed Mostafa Habibi-Khorassani & Mehdi Shahraki. (2015) Fructose-catalyzed synthesis of tetrahydrobenzo[b]pyran derivatives: Investigation of kinetics and mechanism. Chinese Journal of Catalysis 36:5, pages 757-763.
Crossref
Peng Liu, Jian-Wu Hao, Li-Ping Mo & Zhan-Hui Zhang. (2015) Recent advances in the application of deep eutectic solvents as sustainable media as well as catalysts in organic reactions. RSC Advances 5:60, pages 48675-48704.
Crossref
Ajay Gupta, Ramen Jamatia & Amarta Kumar Pal. (2015) Ferrite-supported glutathione: an efficient, green nano-organocatalyst for the synthesis of pyran derivatives. New Journal of Chemistry 39:7, pages 5636-5642.
Crossref
Manjulla Gupta, Monika Gupta, Rajnikant Rajnikant & Vivek K. Gupta. (2015) Salicyldimine-based Schiff's complex of copper( ii ) as an efficient catalyst for the synthesis of nitrogen and oxygen heterocycles . New Journal of Chemistry 39:5, pages 3578-3587.
Crossref
Hamzeh Kiyani & Fatemeh Ghorbani. (2014) Potassium phthalimide promoted green multicomponent tandem synthesis of 2-amino-4H-chromenes and 6-amino-4H-pyran-3-carboxylates. Journal of Saudi Chemical Society 18:5, pages 689-701.
Crossref
Shubha Jain, Pradeep K. Paliwal, G. Neelaiah Babu & Anjna Bhatewara. (2014) DABCO promoted one-pot synthesis of dihydropyrano(c)chromene and pyrano[2,3-d]pyrimidine derivatives and their biological activities. Journal of Saudi Chemical Society 18:5, pages 535-540.
Crossref
K. Aswin, S. Sheik Mansoor, K. Logaiya, S. P. N. Sudhan, V. Saleem Malik & H. Ramadoss. (2013) Reusable silica-bonded S-sulfonic acid catalyst for three-component synthesis of 2-amino-5-oxo-5,6,7,8-tetrahydro-4H-chromenes and 2-amino-4H-pyrans in aqueous ethanol. Research on Chemical Intermediates 40:8, pages 2583-2598.
Crossref
Dennis Kühbeck, Munmun Ghosh, Sayam Sen Gupta & David Díaz Díaz. (2014) Investigation of C–C Bond Formation Mediated by Bombyx mori Silk Fibroin Materials . ACS Sustainable Chemistry & Engineering 2:6, pages 1510-1517.
Crossref
Jitender M. Khurana, Bhaskara Nand & Pooja Saluja. (2013) 1,8‐Diazabicyclo[5.4.0]undec‐7‐ene: A Highly Efficient Catalyst for One‐Pot Synthesis of Substituted Tetrahydro‐4 H ‐chromenes, Tetrahydro[ b ]pyrans, Pyrano[ d ]pyrimidines, and 4 H ‐Pyrans in Aqueous Medium . Journal of Heterocyclic Chemistry 51:3, pages 618-624.
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
Rui-Yun Guo, Zhi-Min An, Li-Ping Mo, Rui-Zhi Wang, Hong-Xia Liu, Shu-Xia Wang & Zhan-Hui Zhang. (2013) Meglumine: A Novel and Efficient Catalyst for One-Pot, Three-Component Combinatorial Synthesis of Functionalized 2-Amino-4 H -pyrans . ACS Combinatorial Science 15:11, pages 557-563.
Crossref
Mohammad Ali Nasseri & Seyed Mohsen Sadeghzadeh. (2013) Magnetic nanoparticle supported hyperbranched polyglycerol catalysts for synthesis of 4H-benzo[b]pyran. Monatshefte für Chemie - Chemical Monthly 144:10, pages 1551-1558.
Crossref
Linglin Bian, Jiechao Xu, Liqing Xie, Jie Chen, Hongmei Deng, Min Shao, Tianling Ding, Hui Zhang & Weiguo Cao. (2013) Three-component synthesis of 2-amino-3-cyano-5-oxo-4-perfluoroalkyl-5,6,7,8-tetrahydro-4H-chromene derivatives. Tetrahedron 69:30, pages 6121-6128.
Crossref
ASHOK V BORHADE, BHAGWAT K UPHADE & DIPAK R TOPE. (2013) PbO as an efficient and reusable catalyst for one-pot synthesis of tetrahydro benzo pyrans and benzylidene malonitriles. Journal of Chemical Sciences 125:3, pages 583-589.
Crossref
Mohammad Abdollahi-Alibeik & Fahime Nezampour. (2012) Synthesis of 4H-benzo[b]pyrans in the presence of sulfated MCM-41 nanoparticles as efficient and reusable solid acid catalyst. Reaction Kinetics, Mechanisms and Catalysis 108:1, pages 213-229.
Crossref
Seyed Meysam Baghbanian, Niloufar Rezaei & Hamed Tashakkorian. (2013) Nanozeolite clinoptilolite as a highly efficient heterogeneous catalyst for the synthesis of various 2-amino-4H-chromene derivatives in aqueous media. Green Chemistry 15:12, pages 3446.
Crossref
Mohammad G. Dekamin, Mohammad Eslami & Ali Maleki. (2013) Potassium phthalimide-N-oxyl: a novel, efficient, and simple organocatalyst for the one-pot three-component synthesis of various 2-amino-4H-chromene derivatives in water. Tetrahedron 69:3, pages 1074-1085.
Crossref
M. Hosseini-Sarvari & S. Shafiee-Haghighi. (2012) Nano-ZnO as heterogeneous catalyst for three-component one-pot synthesis of tetrahydrobenzo[b]pyrans in water. Chemistry of Heterocyclic Compounds 48:9, pages 1307-1313.
Crossref
Yaghoub SARRAFI, Ebrahim MEHRASBI, Amir VAHID & Mahmood TAJBAKHSH. (2012) Well-Ordered Mesoporous Silica Nanoparticles as a Recoverable Catalyst for One-Pot Multicomponent Synthesis of 4H-Chromene Derivatives. Chinese Journal of Catalysis 33:9-10, pages 1486-1494.
Crossref
Shu‐Hong Yang, Fei‐Yang Zhao, Hong‐Yan Lü, Jia Deng & Zhan‐Hui Zhang. (2012) An Eficient One‐Pot Synthesis of 1,4‐Dihydropyridines Catalyzed by Magnetic Nanocrystalline Fe 3 O 4 . Journal of Heterocyclic Chemistry 49:5, pages 1126-1129.
Crossref
Jie Sheng, Mei‐Mei Zhang, Hong Jiang & Xiang‐Shan Wang. (2012) A Green Method for the Synthesis of Cyclopenta[b]chromen‐1(9 H )‐one Derivatives in Ionic Liquids . Journal of the Chinese Chemical Society 59:5, pages 650-654.
Crossref
Sara Nemouchi, Raouf Boulcina, Bertrand Carboni & Abdelmadjid Debache. (2012) Phenylboronic acid as an efficient and convenient catalyst for a three-component synthesis of tetrahydrobenzo[b]pyrans. Comptes Rendus. Chimie 15:5, pages 394-397.
Crossref
Yanlong Gu. (2012) Multicomponent reactions in unconventional solvents: state of the art. Green Chemistry 14:8, pages 2091.
Crossref
Wen‐Bo Sun, Peng Zhang, Jia Fan, Shao‐Hua Chen & Zhan‐Hui Zhang. (2010) ChemInform Abstract: Lithium Bromide as a Mild, Efficient, and Recyclable Catalyst for the One‐Pot Synthesis of Tetrahydro‐4H‐chromene Derivatives in Aqueous Media.. ChemInform 41:31.
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.