Synthesis of functionalized iminolactones via an isocyanide-based three-component reaction
作者： Afshin Sarvary , Shabnam Shaabani , Ahmad Shaabani , Seik Weng Ng , None
DOI: 10.1016/J.TET.2011.03.100
关键词:
摘要: A three-component reaction of the zwitterions generated from isocyanides and dialkyl acetylenedicarboxylate with 1-(4-bromophenyl)-2-thiocyanatoethanone or 1-phenyl-2-thiocyanatoethanone is described. The afforded corresponding special type functionalized iminolactone derivatives in good yields at room temperature without using a catalyst.
elsevier.com
sci-hub.se 参考文章(54)
Saul Patai, Michael A. Ogliaruso, James F. Wolfe, Zvi Rappoport, Synthesis of lactones and lactams ,(1993)
Ahmad Shaabani, Ali Maleki, Ali Hossein Rezayan, Afshin Sarvary, Recent progress of isocyanide-based multicomponent reactions in Iran. Molecular Diversity. ,vol. 15, pp. 41- 68 ,(2011) , 10.1007/S11030-010-9258-1
Sara M. Hein, James B. Gloer, Brenda Koster, David Malloch, Bombardolides : New antifungal and antibacterial γ-lactones from the coprophilous fungus Bombardioidea anartia Journal of Natural Products. ,vol. 64, pp. 809- 812 ,(2001) , 10.1021/NP000617U
Milan Pour, Marcel Špulák, Vojtěch Balšánek, Jiřı́ Kuneš, Petra Kubanová, Vladimı́r Buchta, Synthesis and structure-antifungal activity relationships of 3-aryl-5-alkyl-2,5-dihydrofuran-2-ones and their carbanalogues: further refinement of tentative pharmacophore group. Bioorganic & Medicinal Chemistry. ,vol. 11, pp. 2843- 2866 ,(2003) , 10.1016/S0968-0896(03)00220-7
Srinivas Padakanti, Manojit Pal, Koteswar Rao Yeleswarapu, An improved and practical synthesis of 5,5-dimethyl-3-(2-propoxy)-4-(4-methanesulfonylphenyl)-2-(5H)-furanone (DFP—a selective inhibitor of cyclooxygenase-2) Tetrahedron. ,vol. 59, pp. 7915- 7920 ,(2003) , 10.1016/J.TET.2003.08.021
Ahmad Shaabani, Ebrohim Soleimani, Afshin Sarvary, Synthesis of fully substituted iminolactones via a three-component condensation of isocyanides and acetylenic esters with 2-bromo-1-(4-bromophenyl)ethanone Monatshefte für Chemie - Chemical Monthly. ,vol. 139, pp. 629- 632 ,(2008) , 10.1007/S00706-007-0807-Y
Chaomin Li, John A. Porco, Synthesis of the Epoxyquinol Dimer RKB-3564 D: Utilization of an Alkoxysilanol To Promote [4 + 4] Dimerization Journal of the American Chemical Society. ,vol. 126, pp. 1310- 1311 ,(2004) , 10.1021/JA039543+
Ahmad Shaabani, Rahim Ghadari, Afshin Sarvary, Ali Hossein Rezayan, Synthesis of highly functionalized bis(4H-chromene) and 4H-benzo[g]chromene derivatives via an isocyanide-based pseudo-five-component reaction. Journal of Organic Chemistry. ,vol. 74, pp. 4372- 4374 ,(2009) , 10.1021/JO9005427
Fabricio R. Bisogno, Aníbal Cuetos, Iván Lavandera, Vicente Gotor, Simple and quick preparation of α-thiocyanate ketones in hydroalcoholic media. Access to 5-aryl-2-imino-1,3-oxathiolanes Green Chemistry. ,vol. 11, pp. 452- 454 ,(2009) , 10.1039/B900137A
Gilles Grossmann, Marc Poncioni, Marc Bornand, Benoı̂t Jolivet, Markus Neuburger, Urs Séquin, Bioactive butenolides from Streptomyces antibioticus Tü 99: absolute configurations and synthesis of analogs Tetrahedron. ,vol. 59, pp. 3237- 3251 ,(2003) , 10.1016/S0040-4020(03)00483-6