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Pure Appl. Chem., 2005, Vol. 77, No. 1, pp. 139-143

http://dx.doi.org/10.1351/pac200577010139

Use of furans in synthesis of bioactive compounds

Hing-Ken Lee, Kin-Fai Chan, Chi-Wai Hui, Ho-Kee Yim, Xun-Wei Wu and Henry N. C. Wong*

Department of Chemistry, Institute of Chinese Medicine and Central Laboratory of Institute of Molecular Technology for Drug Discovery and Synthesis, Chinese University of Hong Kong Shatin, New Territories, Hong Kong SAR, China

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  • He Ting, Gao Pin, Zhao Shu-Chun, Shi You-Di, Liu Xue-Yuan, Liang Yong-Min: Platinum(IV)-Catalyzed Regioselective Synthesis of Highly Substituted 4H -Cyclopenta[b ]furans via Cascade Hetero- cyclization of 2-(1-Alkynyl)-3-aryl-2-propenals with Arylethenes. Adv. Synth. Catal. 2013, n/a. <http://dx.doi.org/10.1002/adsc.201200597>
  • Tsai Yi-Ling, Das Utpal, Syu Siang-en, Lee Chia-Jui, Lin Wenwei: Facile Synthesis of Functional Tricyclic Fused Furans by Intramolecular Wittig Reactions. Eur. J. Org. Chem. 2013, 2013, 4634. <http://dx.doi.org/10.1002/ejoc.201300426>
  • Wang Dao-Lin, Dong Zhe, Xu Jiao, Li Di: An efficient synthesis of 2-(guaiazulen-1-yl)furan derivatives via intramolecular Wittig reactions. Chinese Chemical Letters 2013, 24, 622. <http://dx.doi.org/10.1016/j.cclet.2013.04.030>
  • Zhou Zhengquan, Liu Hui, Li Yun, Liu Juanjuan, Li Yan, Liu Jinliang, Yao Juan, Wang Cunde: Novel Synthesis of Substituted Furo[3,2-c]chromen-4-ones via Four-component Reaction from Substituted Nitrostyrenes, Aromatic Aldehydes, Coumarins, and Ammonium Acetate. ACS Comb. Sci. 2013, 15, 363. <http://dx.doi.org/10.1021/co4000419>
  • Gulevich Anton V., Dudnik Alexander S., Chernyak Natalia, Gevorgyan Vladimir: Transition Metal-Mediated Synthesis of Monocyclic Aromatic Heterocycles. Chem. Rev. 2013, 113, 3084. <http://dx.doi.org/10.1021/cr300333u>
  • Miao Maozhong, Cao Jian, Zhang Jingjing, Huang Xian, Wu Luling: Cu(I)-Catalyzed Domino Reaction of 3-Cyclopropylideneprop-2-en-1-ones. J. Org. Chem. 2013, 78, 2687. <http://dx.doi.org/10.1021/jo302312y>
  • Lee Yu-Ting, Lee Yen-Te, Lee Chia-Jui, Sheu Chia-Ning, Lin Bo-Yu, Wang Jeng-Han, Lin Wenwei: Chemoselective synthesis of tetrasubstituted furans via intramolecular Wittig reactions: mechanism and theoretical analysis. Org. Biomol. Chem. 2013, 11, 5156. <http://dx.doi.org/10.1039/c3ob40858b>
  • He Ting, Gao Pin, Qiu Yi-Feng, Yan Xiao-Biao, Liu Xue-Yuan, Liang Yong-Min: Gold-catalyzed intermolecular reaction of 2-(1-alkynyl)-2-alken-1-ones with diarylethenes to construct polysubstituted cyclopenta[c]furans through a cascade heterocyclization/[3+2] cycloaddition sequence. RSC Adv. 2013, 3, 19913. <http://dx.doi.org/10.1039/c3ra44467h>
  • Wang Dao-Lin, Xu Jiao, Yu Jia-Yi, Dong Zhe: One-Pot Synthesis of (Guaiazulen-1-yl)furan Derivatives from Guaiazulene and 1,4-Diaryl-2-butene-1,4-diones. HETEROCYCLES 2013, 87, 1099. <http://dx.doi.org/10.3987/COM-13-12690>
  • Li Xiang, Li Xiaojiao, Peng Fangzhi, Shao Zhihui: Mutually Complementary Metal- and Organocatalysis with Collective Synthesis: Asymmetric Conjugate Addition of 1,3-Carbonyl Compounds to Nitroenynes and Further Reactions of the Products. Adv. Synth. Catal. 2012, 354, 2873. <http://dx.doi.org/10.1002/adsc.201200226>
  • Wang Jianfang, Zhou Rong, He Zheng-Rong, He Zhengjie: Phosphane-Mediated Domino Synthesis of Tetrasubstituted Furans from Simple Terminal Activated Olefins. Eur. J. Org. Chem. 2012, 2012, 6033. <http://dx.doi.org/10.1002/ejoc.201200945>
  • Keshipour Sajjad, Shaabani Shabnam, Shaabani Ahmad: A novel one-pot pseudo five-component isocyanide-based reaction: synthesis of 2,6-bis(alkylamino)-benzofuro[5,6-b]furan-4,8-dione derivatives. Tetrahedron Letters 2012, 53, 7085. <http://dx.doi.org/10.1016/j.tetlet.2012.10.072>
  • Li Ende, Cheng Xingcan, Wang Chengyu, Shao Yushang, Li Yanzhong: Palladium-Catalyzed Synthesis of 2,3,4-Trisubstituted Furans via Cascade Reactions of Aryloxy-enynes with Aryl Halides. J. Org. Chem. 2012, 77, 7744. <http://dx.doi.org/10.1021/jo3012545>
  • Comegna Daniela, DellaGreca Marina, Rosaria Iesce M., Previtera Lucio, Zarrelli Armando, Zuppolini Simona: Regiodivergent synthesis of trisubstituted furans through Tf2O-catalyzed Friedel–Crafts acylation: a tool for access to tetrahydrofuran lignan analogues. Biomol Chem 2012, 10, 1219. <http://dx.doi.org/10.1039/c1ob06560b>
  • Li Ende, Yao Wenjun, Xie Xin, Wang Chengyu, Shao Yushang, Li Yanzhong: Gold-catalyzed efficient synthesis of 2,4-disubstituted furans from aryloxy-enynes. Biomol Chem 2012, 10, 2960. <http://dx.doi.org/10.1039/c2ob07173h>
  • Berg C. Annette, Eichenauer Nils C., Pietruszka Jörg: (2R,3R)-1,4-Dimethoxy-1,1,4,4-tetraphenylbutane-2,3-diol: Valuable reagent in the asymmetric synthesis of organoboronates. Pure Appl. Chem. 2012, 1. <http://dx.doi.org/10.1351/PAC-CON-12-03-04>
  • Umland Klaus-Daniel, Palisse Adeline, Haug Timm T., Kirsch Stefan F.: Dominoreaktionen bestehend aus Heterocyclisierung und 1,2-Verschiebung - redoxneutrale und oxidative Übergangsmetallkatalyse im Vergleich. angew chemie 2011, 123, 10140. <http://dx.doi.org/10.1002/ange.201103961>
  • Umland Klaus-Daniel, Palisse Adeline, Haug Timm T., Kirsch Stefan F.: Domino Reactions Consisting of Heterocyclization and 1,2-Migration-Redox-Neutral and Oxidative Transition-Metal Catalysis. Angew Chem Int E 2011, 50, 9965. <http://dx.doi.org/10.1002/anie.201103961>
  • Cuesta Luciano, Prat Dune, Soler Tatiana, Navarro Rafael, Urriolabeitia Esteban P.: Novel Cyclopalladated Imino-thiophenes: Synthesis and Reactivity Toward Alkynes and Carbon Monoxide. Inorg. Chem. 2011, 50, 8598. <http://dx.doi.org/10.1021/ic201158v>
  • Haines Nathan R., VanZanten Aaron N., Cuneo Anthony A., Miller John R., Andrews William J., Carlson David A., Harrington Ryan M., Kiefer Adam M., Mason Jeremy D., Pigza Julie A.: A Sulfone-Based Strategy for the Preparation of 2,4-Disubstituted Furan Derivatives. J Org Chern 2011, 76, 8131. <http://dx.doi.org/10.1021/jo201529s>
  • Chen Ko-Wei, Syu Siang-en, Jang Yeong-Jiunn, Lin Wenwei: A facile approach to highly functional trisubstituted furans via intramolecular Wittig reactions. Org Biomol Chem 2011, 9, 2098. <http://dx.doi.org/10.1039/c0ob00912a>
  • Mossetti Riccardo, Caprioglio Diego, Colombano Giampiero, Tron Gian Cesare, Pirali Tracey: A novel α-isocyanoacetamide-based three-component reaction for the synthesis of dialkyl 2-acyl-5-aminofuran-3,4-dicarboxylates. Org Biomol Chem 2011, 9, 1627. <http://dx.doi.org/10.1039/c0ob00979b>
  • Yang Jingyu, Wang Chengyu, Xie Xin, Li Hongfeng, Li Ende, Li Yanzhong: Pd/Cu-catalyzed cascade Sonogashira coupling/cyclization reactions to highly substituted 3-formyl furans. Org Biomol Chem 2011, 9, 1342. <http://dx.doi.org/10.1039/c0ob00985g>
  • Xie Xin-Gang, Wu Xun-Wei, Lee Hing-Ken, Peng Xiao-Shui, Wong Henry N. C.: Total Synthesis of Plakortone B. Chem Eur J 2010, 16, 6933. <http://dx.doi.org/10.1002/chem.201000189>
  • Saquib Mohammad, Husain Irfan, Kumar Brijesh, Shaw Arun K.: Facile Synthesis of Enantiomerically Pure 2- and 2,3-Disubstituted Furans Catalysed by Mixed Lewis Acids: An Easy Route to 3-Iodofurans and 3-(Hydroxymethyl)furans. Chem Eur J 2009, 15, 6041. <http://dx.doi.org/10.1002/chem.200900007>
  • Xiao Yuanjing, Zhang Junliang: Furans versus 4H-pyrans: catalyst-controlled regiodivergent tandem Michael addition–cyclization reaction of 2-(1-alkynyl)-2-alken-1-ones with 1,3-dicarbonyl compounds. Chem Commun 2009, 3594. <http://dx.doi.org/10.1039/b905267d>
  • Melzig Laurin, Rauhut Christian B., Knochel Paul: 2,3-Functionalization of furans, benzofurans and thiophenes via magnesiation and sulfoxide–magnesium exchange. Chem Commun 2009, 3536. <http://dx.doi.org/10.1039/b907330b>
  • Ram Ram N., Kumar Neeraj: Synthesis of 2,4-disubstituted 3-chlorofurans and the effect of the chlorine substituent in furan Diels–Alder reactions. Tetrahetron Lett 2008, 49, 799. <http://dx.doi.org/10.1016/j.tetlet.2007.11.193>
  • Wu Kuo-Hui, Chuang Da-Wei, Chen Chien-An, Gau Han-Mou: Chiral tertiary 2-furyl alcohols: diversified key intermediates to bioactive compounds. Their enantioselective synthesis via (2-furyl)aluminium addition to ketones catalyzed by a titanium catalyst of (S)-BINOL. Chem Commun 2008, 2343. <http://dx.doi.org/10.1039/b802441c>
  • Alcaide Benito, Almendros Pedro, Martínez del Campo Teresa: Allene Substitution-Controlled Switching of Dimerization to Cycloisomerization in the PdII-Catalyzed Reaction of Terminal α-Allenones. Eur J Org Chem 2007, 2007, 2844. <http://dx.doi.org/10.1002/ejoc.200700128>
  • Vinodkumar Ramanatham, Rajagopal Kotarkonda, Devanna Nayakanti: Synthesis of highly functionalized 2-(substituted biphenyl) benzimidzoles via suzuki-miyaura cross coupling reaction. J  Heterocycl Chem 2007, 44, 1521. <http://dx.doi.org/10.1002/jhet.5570440645>
  • Albers Joachim, Cadierno Victorio, Crochet Pascale, García-Garrido Sergio E., Gimeno José: Octahedral ruthenium(II) complexes cis,cis-[RuX2(CNR)(CO)(P∧P)] and cis,cis,cis-[RuX2(CO)2(P∧P)] (X=Cl, Br; P∧P=1,1′-bis(diphenylphosphino)ferrocene, 1,1′-bis(diisopropylphosphino)ferrocene): Synthesis and catalytic applications in transfer hydrogenation of acetophenone and cycloisomerization of (Z)-3-methylpent-2-en-4-yn-1-ol. J Organomet Chem 2007, 692, 5234. <http://dx.doi.org/10.1016/j.jorganchem.2007.07.050>
  • Merino Pedro, Tejero Tomas, Chiacchio Ugo, Romeo Giovanni, Rescifina Antonio: A DFT study on the 1,3-dipolar cycloaddition reactions of C-(hetaryl) nitrones with methyl acrylate and vinyl acetate. Tetrahedron 2007, 63, 1448. <http://dx.doi.org/10.1016/j.tet.2006.11.073>
  • Babudri Francesco, Cicco Stefania R., Farinola Gianluca M., Lopez Linda C., Naso Francesco, Pinto Vita: A novel cyclization reaction between 2,3-bis(trimethylsilyl)buta-1,3-diene and acyl chlorides with straightforward formation of polysubstituted furans. Chem Commun 2007, 3756. <http://dx.doi.org/10.1039/b705257j>
  • Kirsch Stefan F.: Syntheses of polysubstituted furans: recent developments. Org Biomol Chem 2006, 4, 2076. <http://dx.doi.org/10.1039/b602596j>
  • Cadierno Victorio, D?ez Josefina, Garc?a-?lvarez Joaqu?n, Gimeno Jos?, Nebra Noel, Rubio-Garc?a Javier: Synthesis and reactivity studies of palladium(ii) complexes containing the N-phosphorylated iminophosphorane-phosphine ligands Ph2PCH2P{?NP(?O)(OR)2}Ph2 (R = Et, Ph): application to the catalytic synthesis of 2,3-dimethylfuran. Dalton Trans 2006, 5593. <http://dx.doi.org/10.1039/b609359k>
  • Lee Hing-Ken, Chan Kin-Fai, Hui Chi-Wai, Yim Ho-Kee, Wu Xun-Wei, Wong Henry N. C.: Use of Furans in the Synthesis of Bioactive Compounds. ChemInform 2005, 36. <http://dx.doi.org/10.1002/chin.200535280>