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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 22, 1992 - Issue 17
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Original Articles

N-Heterocycles by Cyclization of 2′-Nhr-Chalcones, 2′ -Nhr-Chalcone Dibromides and 2′-Nhr-α-Azidochalcones

A. L. Tökés Department of Organic Chemistry, Kossuth Lajos University, H-4010, Debrecen, Hungary
,
Gy. Litkei Department of Organic Chemistry, Kossuth Lajos University, H-4010, Debrecen, Hungary
&
L. Szilágyi Department of Organic Chemistry, Kossuth Lajos University, H-4010, Debrecen, Hungary
Pages 2433-2445 | Received 03 Apr 1992, Published online: 23 Sep 2006

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Deepak Sharma, Pooja Ranjan & Om Prakash. (2009) Facile Iodine(III)-Mediated Approach for the Regioselective Chlorination of 2-Aryl-2,3-dihydro-4(1H)-quinolones. Synthetic Communications 39:4, pages 596-603.
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Om Prakash, Devinder Kumar, RajeshK. Saini & ShivP. Singh. (1994) Hypervalent Iodine Oxidation of 2-Aryl-1,2,3,4-tetrahydro-4-quinolones: An Easy Access to 2-Aryl-4-quinolones. Synthetic Communications 24:15, pages 2167-2172.
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A.L. Tökés & G. Litkei. (1993) Schmidt Reaction on 2-Aryl-1,2,3,4-tetrahydro-4-quinolone. Synthetic Communications 23:7, pages 895-902.
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Articles from other publishers (30)

Fengqian Zhao, Xing‐Wei Gu, Robert Franke & Xiao‐Feng Wu. (2022) Copper‐Catalyzed 1,2‐Dicarbonylative Cyclization of Alkenes with Alkyl Bromides via Radical Cascade Process. Angewandte Chemie International Edition 61:49.
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Fengqian Zhao, Xing‐Wei Gu, Robert Franke & Xiao‐Feng Wu. (2022) Copper‐Catalyzed 1,2‐Dicarbonylative Cyclization of Alkenes with Alkyl Bromides via Radical Cascade Process. Angewandte Chemie 134:49.
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Nafisah M. Al‐Rifai & Mohammad S. Mubarak. (2021) α‐Substituted Chalcones: A Key Review. ChemistrySelect 6:46, pages 13224-13252.
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Malose J. Mphahlele. (2021) Synthesis, Structural and Biological Properties of the Ring-A Sulfonamido Substituted Chalcones: A Review. Molecules 26:19, pages 5923.
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Mirian R.C. de Castro, Raquel Ferreira Naves, Aline Bernardes, Cameron Capeletti da Silva, Caridad Noda Perez, Andrea Felinto Moura, Manoel Odorico de Moraes & Felipe Terra Martins. (2020) Tandem chalcone-sulfonamide hybridization, cyclization and further Claisen–Schmidt condensation: Tuning molecular diversity through reaction time and order and catalyst. Arabian Journal of Chemistry 13:1, pages 1345-1354.
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Chih‐Hung Chou, Basker Rajagopal, Chien‐Fu Liang, Kuan‐Lin Chen, Dun‐Yuan Jin, Hsing‐Yin Chen, Hsiu‐Chung Tu, Yu‐Ying Shen & Po‐Chiao Lin. (2017) Synthesis and Photophysical Characterization of 2,3‐Dihydroquinolin‐4‐imines: New Fluorophores with Color‐Tailored Emission. Chemistry – A European Journal 24:5, pages 1112-1120.
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Chamseddine Derabli, Sara Mahdjoub, Raouf Boulcina, Boudjemaa Boumoud, Hocine Merazig & Abdelmadjid Debache. (2016) [C8dabco]Br: a mild and convenient catalyst for intramolecular cyclization of 2-aminochalcones to the corresponding 2-aryl-2,3-dihydroquinolin-4(1H)-ones. Chemistry of Heterocyclic Compounds 52:2, pages 99-103.
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Meryem Chelghoum, Abdelmalek Bouraiou, Sofiane Bouacida, Mebarek Bahnous & Ali Belfaitah. (2014) 2- p -Tolyl-2,3-dihydroquinolin-4(1 H )-one . Acta Crystallographica Section E Structure Reports Online 70:2, pages o214-o215.
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K.C. Majumdar, Sudipta Ponra, Tapas Ghosh, Ratan Sadhukhan & Utpal Ghosh. (2014) Synthesis of novel pyrano[3,2-f]quinoline, phenanthroline derivatives and studies of their interactions with proteins: An application in mammalian cell imaging. European Journal of Medicinal Chemistry 71, pages 306-315.
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M. Chelghoum, M. Bahnous, A. Bouraiou, S. Bouacida & A. Belfaitah. (2012) An efficient and rapid intramolecular aza-Michael addition of 2′-aminochalcones using ionic liquids as recyclable reaction media. Tetrahedron Letters 53:32, pages 4059-4061.
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Lakshmi Narayana Bheemanapalli, Amandeep Kaur, Ramandish Arora, Sangeeta, Raghuram Rao Akkinepally & Narashima Murthy Javali. (2011) Synthesis, evaluation of 6,8-dibromo-2-aryl-2,3-dihydroquinolin-4(1H)-ones in MCF-7 (breast cancer) cell lines and their docking studies. Medicinal Chemistry Research 21:8, pages 1741-1750.
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Ruth Devakaram, David StC. Black & Naresh Kumar. (2012) An efficient synthesis of novel 2,4-disubstituted tetrahydroquinolines and quinolines. Tetrahedron Letters 53:18, pages 2269-2272.
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Xiang-Dong Fei, Zhou Zhou, Wen Li, Yong-Ming Zhu & Jing-Kang Shen. (2012) Buchwald-Hartwig Coupling/Michael Addition Reactions: One-Pot Synthesis of 1,2-Disubstituted 4-Quinolones from Chalcones and Primary Amines. European Journal of Organic Chemistry 2012:15, pages 3001-3008.
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Tamás Patonay, Krisztina Kónya & Éva Juhász-Tóth. (2011) Syntheses and transformations of α-azido ketones and related derivatives. Chemical Society Reviews 40:5, pages 2797.
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Jianjun Li, Linyong Jin, Chuanming Yu & Weike Su. (2009) The Cyclisation of 2′-aminochalcones using Silica-Supported Yb(OTf) 3 under Solvent-free Conditions . Journal of Chemical Research 2009:3, pages 170-173.
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Arun R. Jagdale, R. Santhosh Reddy & Arumugam Sudalai. (2009) Asymmetric Synthesis of Tetrahydroquinolin-3-ols via CoCl 2 -Catalyzed Reductive Cyclization of Nitro Cyclic Sulfites with NaBH 4 . Organic Letters 11:4, pages 803-806.
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Arun R. Jagdale, R. Santhosh Reddy & Arumugam Sudalai. (2009) A concise enantioselective synthesis of 1-[(S)-3-(dimethylamino)-3,4-dihydro-6,7-dimethoxyquinolin-1(2H)-yl]propan-1-one, (S)-903. Tetrahedron: Asymmetry 20:3, pages 335-339.
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. (2008) A Novel Synthesis of 2-Aryl-4-quinolones from 2-Aminobenzoic Acids. Bulletin of the Korean Chemical Society 29:9, pages 1853-1856.
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Tamás Patonay, József Jekő & Éva Juhász-Tóth. (2008) Synthesis of Highly Substituted 2H-Azirine-2-carboxylates via 3-Azido-4-oxobut-2-enoates. European Journal of Organic Chemistry 2008:8, pages 1441-1448.
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S. Chandrasekhar, K. Vijeender & Ch. Sridhar. (2007) l-Proline-catalyzed one-pot synthesis of 2-aryl-2,3-dihydroquinolin-4(1H)-ones. Tetrahedron Letters 48:28, pages 4935-4937.
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Jae-In Lee & Hye-Jin Jung. (2007) An Efficient Synthesis of 2,3-Dihydro-2-phenyl-4-quinolones from 2'-Aminoacetophenones. Journal of the Korean Chemical Society 51:1, pages 106-110.
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Naseem Ahmed & Johan E. van Lier. (2007) Alumina supported-CeCl3·7H2O–NaI: an efficient catalyst for the cyclization of 2′-aminochalcones to the corresponding 2-aryl-2,3-dihydroquinolin-4(1H)-ones under solvent free conditions. Tetrahedron Letters 48:1, pages 13-15.
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Naseem Ahmed & Johan E. van Lier. (2006) Silica gel supported TaBr5: new catalyst for the facile and rapid cyclization of 2′-aminochalcones to the corresponding 2-aryl-2,3-dihydroquinolin-4(1H)-ones under solvent-free conditions. Tetrahedron Letters 47:16, pages 2725-2729.
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Rajender S. Varma & Dalip Kumar. (1998) Hypervalent iodine oxidation of 2-aryl-1,2,3,4-tetrahydro-4-quinolones: An expedient route to naturally occurring 4-alkoxy-2-arylquinolines. Tetrahedron Letters 39:50, pages 9113-9116.
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Yi Xia, Zheng-Yu Yang, Peng Xia, Kenneth F. Bastow, Yoko Tachibana, Sheng-Chu Kuo, Ernest Hamel, Torben Hackl & Kuo-Hsiung Lee. (1998) Antitumor Agents. 181. Synthesis and Biological Evaluation of 6,7,2‘,3‘,4‘-Substituted-1,2,3,4-tetrahydro-2-phenyl-4-quinolones as a New Class of Antimitotic Antitumor Agents. Journal of Medicinal Chemistry 41:7, pages 1155-1162.
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Alan R. Katritzky, Daniel A. Nichols, Ming Qi & Baozhen Yang. (2009) Lewis acid assisted reactions of N ‐(α‐ aminoalkyl)benzotriazoles and unactivated alkenes for the facile synthesis of 4‐, 2,4‐, and 3,4‐substituted 1,2,3,4‐tetrahydroquinolines . Journal of Heterocyclic Chemistry 34:4, pages 1259-1262.
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Alan R. Katritzky, Stanislaw Rachwal & Bogumila Rachwal. (1996) Recent progress in the synthesis of 1,2,3,4,-tetrahydroquinolines. Tetrahedron 52:48, pages 15031-15070.
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Adrienne L. Tőkés & Sándor Antus. (1994) The First Synthesis of Azapterocarpans and Azaisoflavans: A Convenient Route to 3-Aryl-1,2,3,4-Tetrahydroquinolines. Liebigs Annalen der Chemie 1994:9, pages 911-915.
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Adrienne L. Tökés & Sándor Antus. (2006) Oxidative Rearrangement of 2′‐Acetamidochalcones with Thallium(III) Nitrate: A New Route to 3‐Aryl‐4(1 H )‐quinolones . Liebigs Annalen der Chemie 1993:8, pages 927-929.
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A. L. TOEKES, G. LITKEI & L. SZILAGYI. (2010) ChemInform Abstract: N‐Heterocycles by Cyclization of 2′‐NHR‐Chalcones, 2′‐NHR‐Chalcone Dibromides, and 2′‐NHR‐α‐Azidochalcones.. ChemInform 24:10.
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