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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 43, 2013 - Issue 18
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Original Articles

Water-Promoted Synthesis of Enaminones: Mechanism Investigation and Application in Multicomponent Reactions

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Pages 2475-2483 | Received 03 Jun 2012, Published online: 03 Jun 2013

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Vikrant V. Kumbhar, Bhushan B. Khairnar, Manohar G. Chaskar, Ramdas A. Pawar & Gulab S. Gugale. (2022) Synthetic strategies in development of 3-aroylimidazo[1,2-a]pyridines and 2-aroylimidazo[1,2-a]pyridines: A decade update. Synthetic Communications 52:9-10, pages 1209-1244.
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Dayanand R. Patil, Dattatraya R. Chandam, Abhijeet G. Mulik, Suryabala D. Jagdale, Prasad P. Patil & Madhukar B. Deshmukh. (2015) Synthesis and Cation Recognition Study of Novel Benzo Crown Ether Functionalized Enamine Derivatives. Synthetic Communications 45:16, pages 1902-1911.
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Articles from other publishers (42)

Leiqing Fu & Jie-Ping Wan. (2023) Recent advances in transition metal-catalyzed transformations in N,N-disubstituted enaminones. Tetrahedron Letters 130, pages 154766.
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Yulin Sun, Zhuoyuan Liu, Donghan Liu, Mingshuai Zhang, Longkun Chen, Zhangmengjie Chai, Xue-Bing Chen & Fuchao Yu. (2023) Synthesis of 4-Alkylated 1,4-Dihydropyridines: Fe(II)-Mediated Oxidative Cascade Cyclization Reaction of Cyclic Ethers with Enaminones. The Journal of Organic Chemistry 88:16, pages 11627-11636.
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Kurapati Ravi, Bala Narsimha Dhoddi & Jalapathi Pochampally. (2023) DBU-Mediated Efficient Synthesis of Indole-Conjugated Chromene Derivatives and Their Anticancer Evaluation and Molecular Modeling Study. Russian Journal of Organic Chemistry 59:5, pages 907-914.
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Ahmad Poursattar Marjani, Fatemeh Asadzadeh & Aria Danandeh Asl. (2022) Fe3O4@Glycerol-Cu as a novel heterogeneous magnetic nanocatalyst for the green synthesis of 2-amino-4H-chromenes. Scientific Reports 12:1.
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Disha P. Vala, Ruturajsinh M. Vala & Hitendra M. Patel. (2022) Versatile Synthetic Platform for 1,2,3-Triazole Chemistry. ACS Omega 7:42, pages 36945-36987.
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Haozhi Wu, Tian Luo, Jie‐Ping Wan, Jianwen Jiang & Yunyun Liu. (2022) Nickel‐Catalyzed Tandem Ring Contraction of TEMPO and C−N Bond Transamination of Enaminones toward Amino Diversity of Enaminones. European Journal of Organic Chemistry 2022:26.
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Zhouying Wang, Baoli Zhao, Yunyun Liu & Jie‐Ping Wan. (2022) Recent Advances in Reactions Using Enaminone in Water or Aqueous Medium. Advanced Synthesis & Catalysis 364:9, pages 1508-1521.
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Rui Fu, Yu Liu, Tao Wu, Xinyu Zhang, Yang Zhu, Jiangbin Luo, Zhengyu Zhang & Yaojia Jiang. (2022) Metal-free synthesis of β-aminoketones by the reductive hydroamination of ynones. Chemical Communications 58:21, pages 3525-3528.
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Tian Luo, Haozhi Wu, Li-hua Liao, Jie-Ping Wan & Yunyun Liu. (2021) Synthesis of 3,3-Dihalogenated 2-Aminochromanones via Tandem Dihalogenation and Cyclization of o -Hydroxyarylenaminones with NXS (X = Cl or Br) . The Journal of Organic Chemistry 86:21, pages 15785-15791.
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Ha-Thanh Nguyen, Tuyet Anh Dang Thi, Phuong Hoang Thi, Giang Le-Nhat-Thuy, Quynh Giang Nguyen Thi, Anh Nguyen Tuan, Tu Anh Le Thi & Tuyen Van Nguyen. (2021) A new approach for the synthesis of novel naphthoquinone chalcone hybrid compounds. Tetrahedron Letters 81, pages 153337.
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Masoud Khaleghi Abbasabadi & Davood Azarifar. (2020) β‐Alanine‐functionalized magnetic graphene oxide quantum dots: an efficient and recyclable heterogeneous basic catalyst for the synthesis of 1 H ‐pyrazolo[1,2‐ b ]phthalazine‐5,10‐dione and 2,3‐dihydroquinazolin‐4(1 H )‐one derivatives . Applied Organometallic Chemistry 34:10.
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Xu Chen, Tianwen Bai, Rong Hu, Bo Song, Lin Lu, Jun Ling, Anjun Qin & Ben Zhong Tang. (2020) Aroylacetylene-Based Amino-Yne Click Polymerization toward Nitrogen-Containing Polymers. Macromolecules 53:7, pages 2516-2525.
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Hakimeh Ebrahimiasl & Davood Azarifar. (2019) Copper‐based Schiff Base Complex Immobilized on Core‐shell Fe 3 O 4 @SiO 2 as a magnetically recyclable and highly efficient nanocatalyst for green synthesis of 2‐amino‐4 H ‐chromene derivatives . Applied Organometallic Chemistry 34:3.
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Tao-Shan Jiang, Yuhui Zhou, Long Dai, Xiaojun Liu & Xiuli Zhang. (2019) Acid-promoted metal-free synthesis of 3-ketoquinolines from amines, enaminones and DMSO. Tetrahedron Letters 60:31, pages 2078-2083.
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Gagandeep Kour Reen, Ashok Kumar & Pratibha Sharma. (2019) Recent advances on the transition-metal-catalyzed synthesis of imidazopyridines: an updated coverage. Beilstein Journal of Organic Chemistry 15, pages 1612-1704.
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Yong Gao, Yunyun Liu & Jie-Ping Wan. (2019) Visible Light-Induced Thiocyanation of Enaminone C–H Bond to Access Polyfunctionalized Alkenes and Thiocyano Chromones. The Journal of Organic Chemistry 84:4, pages 2243-2251.
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Shuo Cao, Yunyun Liu, Changfeng Hu, Chengping Wen & Jie‐Ping Wan. (2018) Alkyl Propiolates Participated [3+2] Annulation for the Switchable Synthesis of 1,5‐ and 1,4‐Disubstituted 1,2,3‐Triazoles Containing Ester Side Chain. ChemCatChem 10:21, pages 5007-5011.
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L. Jyothish Kumar, S. Sarveswari & V. Vijayakumar. (2018) DMFDMA catalyzed synthesis of 2-((Dimethylamino)methylene)-3,4-dihydro-9-arylacridin-1(2 H )-ones and their derivatives: in-vitro antifungal, antibacterial and antioxidant evaluations . Open Chemistry 16:1, pages 1077-1088.
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L. Jyothish Kumar & V. Vijayakumar. (2018) An efficient solvent-free synthesis of 3-acetyl-4-arylquinoline-based enaminones and its derivatives using DMFDMA reagent. Chemical Papers 72:8, pages 2001-2012.
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Rajasekhar Ponduri, Pramod Kumar, Lakshmana RAO Vadali & Nagi Reddy Modugu. (2018) Water‐PEG‐400 Mediated an Efficient One‐Pot Eco‐Friendly Synthesis of Functionalized Isoxazole Substituted Chromeno[2, 3‐ b ]pyridine‐3‐carboxylate Derivatives . ChemistrySelect 3:27, pages 7766-7770.
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Jie‐Ping Wan, Shuo Cao, Changfeng Hu & Chengping Wen. (2018) Iodine‐Catalyzed, Ethyl‐Lactate‐Mediated Synthesis of 1,4‐Benzothiazines via Metal‐Free Cascade Enaminone Transamination and C−H Sulfenylation. Asian Journal of Organic Chemistry 7:2, pages 328-331.
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Davood Azarifar, Younes Abbasi & Omolbanin Badalkhani. (2017) N ‐(3‐silyl propyl) diethylene triamine N,N',N'' ‐tri‐sulfonic acid immobilized on Fe 3‐x Ti x O 4 magnetic nanoparticles: A new recyclable heterogeneous nanocatalyst for the synthesis of hexahydroquinolines . Applied Organometallic Chemistry 32:1.
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Pan Zhou, Biao Hu, Jiao Yang, Lingdan Li, Kairui Rao, Daofei Zhu & Fuchao Yu. (2017) Two Complementary Cyclization Reactions for the Chemoselective Synthesis of Spirooxindoles. European Journal of Organic Chemistry 2017:48, pages 7256-7265.
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Yong Gao, Changfeng Hu, Chengping Wen & Jie-Ping Wan. (2017) Tunable Synthesis of Disulfide-Functionalized Enaminones and 1,4-Thiazines via the Reactions of Enaminones and β-Aminoethanethiol. ACS Omega 2:11, pages 7784-7789.
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Yi Li, Xiaoji Cao, Yunyun Liu & Jie-Ping Wan. (2017) Regioselective three-component synthesis of 2,3-disubstituted quinolines via the enaminone modified Povarov reaction . Organic & Biomolecular Chemistry 15:45, pages 9585-9589.
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Jie-Ping Wan, Shuo Cao & Yunyun Liu. (2016) Base-Promoted Synthesis of N -Substituted 1,2,3-Triazoles via Enaminone–Azide Cycloaddition Involving Regitz Diazo Transfer . Organic Letters 18:23, pages 6034-6037.
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Laichun Luo, Zongbao Zhou, Jiayi Zhu, Xue Lu & Hong Wang. (2016) ZnCl2-promoted Friedländer-type synthesis of 4-substituted 3-aroyl quinolines from o-aminoaryl ketones and enaminones. Tetrahedron Letters 57:45, pages 4987-4990.
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Jie-Ping Wan, Deqing Hu, Ying Liu, Luyao Li & Chengping Wen. (2016) Copper-catalyzed intramolecular oxidative amination of enaminone C–H bond for the synthesis of imidazo[1,2- a ]pyridines. Tetrahedron Letters 57:26, pages 2880-2883.
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Jie-Ping Wan & Yong Gao. (2016) Domino Reactions Based on Combinatorial Bond Transformations in Electron-Deficient Tertiary Enamines. The Chemical Record 16:3, pages 1164-1177.
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Davood Azarifar, Masoumeh Ghaemi, Maryam Golbaghi, Roya Karamian & Mostafa Asadbegy. (2016) Synthesis and biological evaluation of new pyranopyridine derivatives catalyzed by guanidinium chloride-functionalized γ-Fe 2 O 3 /HAp magnetic nanoparticles . RSC Advances 6:94, pages 92028-92039.
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Shanshan Zhong, Yu Lu, Yan Zhang, Yunyun Liu & Jie-Ping Wan. (2016) Synthesis of β,β-diaryl propiophenones via palladium-catalyzed domino arylboronation, elimination and enone hydroarylation of enaminones. Organic & Biomolecular Chemistry 14:26, pages 6270-6273.
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Someshwar D. Dindulkar, Daham Jeong, Eunae Cho, Dongjin Kim & Seunho Jung. (2016) Microbial cyclosophoraose as a catalyst for the synthesis of diversified indolyl 4H-chromenes via one-pot three component reactions in water. Green Chemistry 18:12, pages 3620-3627.
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Jie-Ping Wan, Youyi Zhou, Yunyun Liu & Shouri Sheng. (2016) Metal-free oxidative carbonylation on enaminone CC bond for the cascade synthesis of benzothiazole-containing vicinal diketones. Green Chemistry 18:2, pages 402-405.
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Jie-Ping Wan, Shuo Cao & Yunyun Liu. (2015) A Metal- and Azide-Free Multicomponent Assembly toward Regioselective Construction of 1,5-Disubstituted 1,2,3-Triazoles. The Journal of Organic Chemistry 80:18, pages 9028-9033.
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Deqing Hu, Yunyun Liu & Jie-Ping Wan. (2015) An organocatalytic multi-molecular cascade reaction for the synthesis of acetate functionalized 1,4-dihydropyridines. Tetrahedron 71:36, pages 6094-6098.
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Shuo Cao, Shanshan Zhong, Changfeng Hu, Jie‐Ping Wan & Chengping Wen. (2015) An Environmentally Benign Catalytic Method for Versatile Synthesis of 1,4‐Dihydropyridines via Multicomponent Reactions. Chinese Journal of Chemistry 33:5, pages 568-572.
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Fu-Chao Yu, Bei Zhou, Hui Xu, Kwen-Jen Chang & Yuehai Shen. (2015) An atom-economic green approach: oxidative synthesis of functionalized 1,4-dihydropyridines from N,N-dimethylenaminones and amines. Tetrahedron Letters 56:6, pages 837-841.
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Shuo Cao, Luoting Xin, Yunyun Liu, Jie-Ping Wan & Chengping Wen. (2015) Regioselective three-component reactions of enaminones, 2-aminopyridines and enals for the synthesis of 1,2-dihydropyridines. RSC Advances 5:35, pages 27372-27374.
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Utpalparna Kalita, Shunan Kaping, Revinus Nongkynrih, Melboureen Sunn, Ivee Boiss, Laishram Indira Singha & Jai Narain Vishwakarma. (2014) Synthesis, structure elucidation, and anti-inflammatory/anti-cancer/anti-bacterial activities of novel (Z)-3-adamantyl-1-aryl-prop/but-2-en-1-ones. Medicinal Chemistry Research 24:1, pages 32-50.
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Sivasubramanian Muthusaravanan, Chinnathambi Sasikumar, Balasubramanian Devi Bala & Subbu Perumal. (2014) An eco-friendly three-component regio- and stereoselective synthesis of highly functionalized dihydroindeno[1,2-b]pyrroles under grinding. Green Chem. 16:3, pages 1297-1304.
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Chengyu Wang, Chunyi Dong, Lingkai Kong, Yanli Li & Yanzhong Li. (2014) ZnCl 2 -catalyzed chemoselective cascade reactions of enaminones with 2-furylcarbinols: a versatile process for the synthesis of cyclopenta[b]pyrrole derivatives . Chem. Commun. 50:17, pages 2164-2166.
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Yunyun Liu, Rihui Zhou & Jie‐Ping Wan. (2013) ChemInform Abstract: Water‐Promoted Synthesis of Enaminones: Mechanism Investigation and Application in Multicomponent Reactions.. ChemInform 44:43.
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