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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 40, 2010 - Issue 5
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Original Articles

Facile and One-Pot Synthesis of 1,2-Dihydroquinazolin-4(3H)-ones via Tandem Intramolecular Pinner/Dimroth Rearrangement

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Pages 632-641 | Received 11 Jan 2009, Published online: 04 Feb 2010

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Zohreh Ebrahimi, Abolghasem Davoodnia, Alireza Motavalizadehkakhky & Jamshid Mehrzad. (2019) Synthesis of Benzo[f]chromeno[2,3-d]pyrimidines via the Tandem Intramolecular Pinner/Dimroth Rearrangement and their Antibacterial and Antioxidant Evaluation. Organic Preparations and Procedures International 51:4, pages 357-367.
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Articles from other publishers (28)

Xiaopeng Zhang, Qiuyang Pang, Dan Liu & Guisheng Zhang. (2024) Selective synthesis of 2,3-dihydroquinazolin-4(1H)-ones and their N1-substituted analogues via Pd(II)-catalyzed cascade annulation of o-aminobenzoic acids with CO, ammonium acetate and aldehydes. Tetrahedron 155, pages 133915.
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Rayane Hedna, Attilio DiMaio, Maxime Robin, Diane Allegro, Mario Tatoni, Vincent Peyrot, Pascale Barbier, Hervé Kovacic & Gilles Breuzard. (2023) 2-Aminothiazole-Flavonoid Hybrid Derivatives Binding to Tau Protein and Responsible for Antitumor Activity in Glioblastoma. International Journal of Molecular Sciences 24:20, pages 15050.
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Jianyu Duan, Qi Zhang, Ziqi Su, Juan Xu, Junjuan Yang & Jiarong Li. (2023) Discovery and Development of a Class of New Conversion (PDF) in Friedländer Condensation of o-aminonitrile with Carbonyl Compounds. Current Organic Chemistry 27:9, pages 759-771.
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Anjitha Satheesh, Gopika Gokuldas, Krishnan M. Gayathri & Elango Kandasamy. (2022) Effect of Solvents on 1-Butyl-1,2,4-Triazolium Trifluoroacetate Triggered Synthesis of 2,3-Dihydroquinazolin. Current Organocatalysis 9:4, pages 346-354.
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Sreelakshmi Sreekandan, Anjitha Thadathil, Deepak Joshy, Kannan Vellayan & Pradeepan Periyat. (2022) Synthesis of 2, 3-dihydroquinozoline- 4(1H) - Ones using magnetically retrievable nickel based nanocatalyst. Results in Engineering 15, pages 100552.
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Sutthichat Kerdphon, Jira Jongcharoenkamol, Jaruwan Chatwichien, Thishana Singh, Duangdao Channei, Vachira Choommongkol, Puracheth Rithchumpon & Puttinan Meepowpan. (2021) Microwave‐Assisted Green Synthesis of 2,3‐Dihydroquinazolinones under Base‐ and Catalyst‐Free conditions. ChemistrySelect 6:19, pages 4661-4669.
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Apurba Dutta & Diganta Sarma. (2021) Base promoted metal-free approach towards synthesis of quinazolin-4(3H)-ones and 2,3-dihydroquinazolin-4(1H)-ones under microwave irradiation. Sustainable Chemistry and Pharmacy 20, pages 100402.
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Vakhid А. Mamedov, Nataliya А. Zhukova & Milyausha S. Kadyrova. (2021) The Dimroth Rearrangement in the Synthesis of Condensed Pyrimidines – Structural Analogs of Antiviral Compounds. Chemistry of Heterocyclic Compounds 57:4, pages 342-368.
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Mahesh Bhat, S.L. Belagali, S.V. Mamatha, B.K. Sagar & E. Vijaya Sekhar. 2021. 185 219 .
Vitor F. Ferreira, Thais de B. da Silva, Fernanda P. Pauli, Patricia G. Ferreira, Luana da S. M. Forezi, Carolina G. de S. Lima & Fernando de C. da Silva. (2020) Dimroth´s Rearrangement as a Synthetic Strategy Towards New Heterocyclic Compounds. Current Organic Chemistry 24:17, pages 1999-2018.
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Apurba Dutta, Krishnaiah Damarla, Arvind Kumar, Prakash J. Saikia & Diganta Sarma. (2020) Gemini basic ionic liquid as bi-functional catalyst for the synthesis of 2,3-dihydroquinazolin-4(1H)-ones at room temperature. Tetrahedron Letters 61:10, pages 151587.
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Gyan Chandra Pariyar, Bijeta Mitra, Suvodip Mukherjee & Pranab Ghosh. (2020) Ascorbic Acid as an Efficient Organocatalyst for the Synthesis of 2‐Substituted‐2,3‐dihydroquinazolin‐4(1 H )‐one and 2‐Substituted Quinazolin‐4(3 H )‐one in Water . ChemistrySelect 5:1, pages 104-108.
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Nadieh Dorostkar-Ahmadi, Abolghasem Davoodnia, Niloofar Tavakoli-Hoseini, Hossein Behmadi & Mahboobeh Nakhaei-Moghaddam. (2019) Facile synthesis of new pyrazolo[4′,3′:5,6]pyrano[2,3- d ]pyrimidin-5(1 H )-ones via the tandem intramolecular Pinner–Dimroth rearrangement and their antibacterial evaluation . Zeitschrift für Naturforschung B 74:2, pages 175-181.
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M. Asadian, A. Davoodnia & S. A. Beyramabadi. (2019) Efficient Synthesis of New Pyrimido[5′,4′:5,6]pyrano[2,3-d]pyrimidine-2,4,6(1H,3H)-triones via the Tandem Intramolecular Pinner–Dimroth Rearrangement, and Their Antibacterial Activity. Russian Journal of General Chemistry 88:12, pages 2658-2663.
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Yaping Zhang, Bin Zhen, Hansheng Li & Yaqing Feng. (2018) Basic ionic liquid as catalyst and surfactant: green synthesis of quinazolinone in aqueous media. RSC Advances 8:64, pages 36769-36774.
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Mariateresa Badolato, Francesca Aiello & Nouri Neamati. (2018) 2,3-Dihydroquinazolin-4(1 H )-one as a privileged scaffold in drug design . RSC Advances 8:37, pages 20894-20921.
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Nasrinsadat Hosseininasab, Abolghasem Davoodnia, Faramarz Rostami‐Charati, Niloofar Tavakoli‐Hoseini & Amir Khojastehnezhad. (2017) Synthesis of New Pyrimido[4′,5′:3,4]pyrazolo[1,2‐ b ]phthalazine‐4,7,12‐triones: Derivatives of a New Heterocyclic Ring System . Journal of Heterocyclic Chemistry 55:1, pages 161-165.
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F. Khoramdelan, A. Davoodnia, M. R. Bozorgmehr & M. Ebrahimi. (2018) Synthesis of New Functionalized 1,4-Dihydroquinolines and Pyrimido[4,5-b]quinolines. Russian Journal of General Chemistry 87:12, pages 2961-2965.
Crossref
Ágnes Magyar & Zoltán Hell. (2016) One-Pot Three-Component Synthesis of 2,3-Dihydroquinazolin-4(1H)-Ones in the Presence of a Molecular Sieve Supported Lanthanum Catalyst. Catalysis Letters 146:6, pages 1153-1162.
Crossref
Pravin N. Borase, Pranila B. Thale & G. S. Shankarling. (2016) A choline hydroxide catalyzed synthesis of 2,3-dihydroquinazolin-4(1H)-ones in an aqueous medium. RSC Advances 6:67, pages 63078-63083.
Crossref
Ritu Dixit, Hemal Mehta & Bharat Dixit. (2014) Synthesis, characterization and antimicrobial studies of new 2-(2-chloroquinolin-3-yl)-3-(substituted phenyl/pyridinyl)quinazolin-4(3H)-one derivatives using l-proline as a catalyst. Medicinal Chemistry Research 24:2, pages 773-786.
Crossref
S. Nagarajan, Tanveer Mahamadali Shaikh & Elango Kandasamy. (2015) An ionic liquid catalyzed reusable protocol for one-pot synthesis of 2,3-dihydroquinazolin-4(1H)-one under mild conditions. New Journal of Chemistry 39:12, pages 9693-9699.
Crossref
Hongxin Chai, Jiarong Li, Liupan Yang, Mingxing Liu, Deli Yang, Qi Zhang & Daxin Shi. (2014) N ‐Heterocyclic Carbene‐catalyzed Reactions of o ‐Aminonitriles with Carbonyl Compounds Approach to 2,3‐Dihydroquinazolin‐4(1 H )‐ones . Chinese Journal of Chemistry 32:9, pages 865-870.
Crossref
Xiao-Feng Wu, Stefan Oschatz, Axel Block, Anke Spannenberg & Peter Langer. (2014) Base mediated synthesis of 2-aryl-2,3-dihydroquinazolin-4(1H)-ones from 2-aminobenzonitriles and aromatic aldehydes in water. Organic & Biomolecular Chemistry 12:12, pages 1865.
Crossref
Li Jun Zhang, Jian Ling Yu, Wei Li Wang, Heng Li, Dan Dan Xu, Ya Dong Bi & Fu De Liu. (2014) Metal modified SSA as a heterogeneous catalyst to promote the cyclocondesation of o-aminobenzonitriles with cycloketones in water. Tetrahedron Letters 55:3, pages 710-712.
Crossref
Bin Zhen, Qingze Jiao, Yaping Zhang, Qin Wu, Hansheng Li, Daxin Shi & Jiarong Li. (2013) Fast condensation of cyclohexanone with 2-aminobenzonitrile at room temperature catalysed by an N-heterocyclic carbene. Catalysis Communications 32, pages 1-4.
Crossref
Jian‐Hong Tang, Da‐Xin Shi, Li‐Jun Zhang, Qi Zhang & Jia‐Rong Li. (2010) ChemInform Abstract: Facile and One‐Pot Synthesis of 1,2‐Dihydroquinazolin‐4(3H)‐ones via Tandem Intramolecular Pinner/Dimroth Rearrangement.. ChemInform 41:32.
Crossref
Hiroshi Maruoka, Fumi Okabe, Yoshimichi Koutake, Eiichi Masumoto, Toshihiro Fujioka & Kenji Yamagata. (2010) Synthesis of Dihydroindoles and Tetrahydroquinolines by the Intramolecular Diels-Alder Reaction of N-Alkenylated 2-Acylamino-3-furancarbonitriles. HETEROCYCLES 81:6, pages 1467.
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