期刊文献+

利用Mitsunobu反应合成芳基吡啶烷基醚(英文)

Synthesis of Aryl Pyridylalkyl Ethers by Mitsunobu Reaction
下载PDF
导出
摘要 在室温下,以取代苯酚1a-b和吡啶烷基醇2a-d为原料通过Mitsunobu反应合成了相应的芳基吡啶烷基醚,反应收率为45% ̄70%,反应物2和1之比为1.11∶(摩尔比)。结果表明当酚的6-位取代基为甲氧基时,产物的收率比6-位上没有取代基时的收率高;溶剂对反应收率的影响不大。并用1H NMR、13C NMR和MS等对产物的结构进行了测定。 A few of aryl pyridylalkyl ethers were synthesized by Mitsunobu reaction from substituted phenols la-b and pyridyl alcohols 2a-e at room temperature in 45%-70% yields. The ratio of 2 to 1 is 1.1 : 1 (mol/mol). The yield of the reaction of 2-iodo-6-phenol was higher than those obtained with 2-iodo-phenol, and the solvent has little effect on the yield of the reaction. The structure of the products were assigned with ^1H NMR, ^13C NMR and MS.
作者 唐子龙
出处 《精细化工中间体》 CAS 2006年第3期23-27,共5页 Fine Chemical Intermediates
关键词 MITSUNOBU反应 合成 ether Mitsunobu reaction synthesis
  • 相关文献

参考文献10

  • 1Johnstone R A W, Rose M E. A rapid, simple, and mild procedure for alkylation of phenols, amides and acids [J].Tetrahedron 1979, 35:2 169-2 173.
  • 2Cheng C Y, Liou J P, Lee M J. Synthesis of morphine fragments spiro [benzofuran-3 (2H),4'-piperdine] and octahydro-1H-benzofuro [3,2-e]isoquiniline by intromolecular Heck reaction[J]. Tetrahedron Lett 1997, 38 (26) : 4 571-4 574.
  • 3March J. Advanced Organic Chemistry: Reactions, Mechanism,and Structure (4^th ed. ) [ M ]. New York : John Wiley & Sons Inc,1992. 388-389.
  • 4Ahn C, Correia R, DeShong P. Mechanistic study of the Mitsunobu reaction [J ]. J Org Chem 2002, 67 : 1 751-1 753.
  • 5Crich D, Dyker H, Harris R J. Some observations on the mechanism of the Mitsunobu reaction [J]. J Org Chem 1989, 54:257.
  • 6Hughes D L, Reamer R A, Began J J, et al. A mechanistic study of the Mitsunobu esterification reaction [J ]. J Am Chem Soc 1988, 110: 6487-6491.
  • 7Henry J R, Marcin L R, MeIntosh M C, et al. Mitsunobu reaction of n-alkyl and n-aeyl sulfonamides-an efficient route to protected amines [J]. Tetrahedron Lett 1989, 30:5 709-5 712.
  • 8Edwards M L, Stemerick D M, McCarthy J R. Stereospecific synthesis of secondary amines by the Mitsunobu reaction [J].Tetrahedron Lett 1990, 31:3 417-3 420.
  • 9Pearson D E, Wysong R D, Breder C V. Ortho bromination of phenols[J ]. J Org Chem 1967, 32 : 2 358-2 360.
  • 10Malan P L, Dean P M. The pyridylthioacetmorpholides and pyridylacetic acids[J]. J Am Chem Soc 1947, 69:1 797-1 798.

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