期刊文献+

苯炔前体的合成及其应用进展

Research Progress on Synthesis and Applications of Aryne Precursors
下载PDF
导出
摘要 苯炔是重要的反应活性中间体,在天然产物合成、新型材料开发等方面被广泛应用。主要介绍了近年来比较常用的几种苯炔前体的合成方法以及苯炔参与的亲核、亲电试剂的加成、各种环加成、过渡金属催化这三方面的相关反应,并对今后的应用前景进行了展望。 Arynes are important reactive intermediates and have been used in synthesis of natural products and functional materials. Synthetic methods were desired for several aryne percursors to generate arynes with high effi- ciency and mild reaction conditions. The applicability of aryne percusors were introduced in different types of nu- cleophilic or eleetrophilic reactions, cycloaddition reactions and transition-metal-catalyzed reactions.
作者 陈静
出处 《合成材料老化与应用》 2016年第1期121-128,共8页 Synthetic Materials Aging and Application
关键词 苯炔前体 合成方法 加成反应 aryne precursors, synthesis, addition reaction
  • 相关文献

参考文献18

  • 1Pellissier H, Santelli M. The use of arynes in or- ganic synthesis [J]. Tetrahedron, 2003, 59: 701 - 730.
  • 2Tadross P M, Stoltz B M. A comprehensive history of arynes in natural product total synthesis [J]. Chem. Rev.,2012,112:3550 - 3577.
  • 3Caster K C, Keck C G, Walls R D. Synthesis of benzonorboroadienes: Regioselective benzyne for- mation [ J] . J. Org. Chem., 2001,66:2932 - 2936.
  • 4Atanes N, Castedo L, GuitiOn E, et al. Intermolec- ular benzyne cycloaddition approach to aporphi- noids. Total synthesis of norcepharadione B, cepharadione B, dehydronornuciferine, pontev- edrine, o-methylatheroline, lysieamine, and alkaloid PO-3[J]. J. Org. Chem.,1991,56:2984-2988.
  • 5Sha C K, Yang J F. Total synthesis of elliptieine alkaloids and their amino analogues [ J ]. Tetra- hedron, 1992,48 : 10645 - 10654.
  • 6Himeshima Y, Sonoda T, Kobayashi H. Fluoride induced 1,2-elimination of o-trimethylsilylphenyl triflate to benzyne under mild eondietions [J].Chemistry Lett, 1983,1211 - 1214.
  • 7仵清春,李保山,石常青,陈彦逍.苯炔前体邻-三甲硅基苯酚三氟甲磺酸酯的合成[J].合成化学,2007,15(1):111-113. 被引量:3
  • 8Kitamura T, Yamane M, Inoue K, et al. A new and efficient hypervalent iodine-benzyne precur- sor, (phenyl) [ o- ( trimethylsily ) phenyl ] iodonium triflate : Generation, trapping reaction, and nature ofbenzyne[J]. J. Am. Chem. Soc.,1999,121: 11674 - 11679.
  • 9Pena D, Escudero S, P6rez D, et al. Efficent palla- dium-catalyzed cyclotrimerization of arynes: Syn- thesis of tripenylenes[J]. Angew. Chem. Int. Ed., 1998,37(19) :2659 -2660.
  • 10Kovacs S, Csincsi J I, Nagy T Z, et al. Design and application of new imidazolylsulfonate-based benzyne percursor:An efficient triflate alternative [J]. Org. Lett.,2012,14(8):2022-2025.

二级参考文献20

  • 1邢其毅.基础有机化学(第二版)[M].北京:高等教育出版社,1994:981—983.
  • 2Houk K N,Sims J,Watts C R,et al.The origin of reactivity,regioselectivity,and periselectivity in 1,3-dipolar cycloadditions[J].J Am Chem Soc,1973,95:7301-7315.
  • 3Houk K N,Yamaguchi K.In 1,3-Dipolar Cycloaddition Chemistry[M].Padwa A,ED,New York:Wiley,1984.
  • 4Himeshima Y,Sonoda T,Kobayashi H.Fluoride-induced 1,2-elimination of o-trimethylsilylphenyl triflate to benzyne under mild conditions[J].Chemistry Lett,1983:1211-1214.
  • 5Pellissier H,Santelli M.The use of arynes in organic synthesis[J].Tetrahedron,2003,59:701-730.
  • 6Louie J.Transition metal catalyzed reactions of carbon dioxide and other heterocumulenes[J].Curr Org Chem,2005,9:605-623.
  • 7Shi M,Shen Y M.Recent progresses on the fixation of carbon dioxide[J].Curr Org Chem,2003,7:737-745.
  • 8Matsumoto T,Hosoya T,Katsuki M,et al.New efficient protocol for aryne generation.Selective synthesis of differentially protected 1,4,5-naphthalenetriols[J].Tetrahedron Lett,1991,32:6735-6736.
  • 9Schlosser M,Castagnetti E.1,2-Didehydro-3-and -4-(trifluoromethoxy)benzene:The "aryne" route to 1-and 2-(trifluoromethoxy)naphthalenes[J].Eur J Org Chem,2001:3991-3997.
  • 10Caster K C,Keck C G,Walls R D.Synthesis of benzonorbornadienes:Regioselective benzyne rormation[J].J Org Chem,2001,66:2932-2936.

共引文献2

相关作者

内容加载中请稍等...

相关机构

内容加载中请稍等...

相关主题

内容加载中请稍等...

浏览历史

内容加载中请稍等...
;
使用帮助 返回顶部