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一种新型稠合双环氮杂环丙烷衍生物开环反应研究 被引量:6

The Regioselective Ring Opening Reaction of a New Type Bicyclic Fused Aziridines
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摘要 以醇为溶剂、微量的浓硫酸为催化剂、稠合双环氮杂环丙烷衍生物为底物,通过亲核取代反应将氮杂三环打开,合成了2个新的开环产物.用IR、^1H NMR、^13C NMR、EIMS、元素分析等手段对新化合物进行了结构表征.该方法操作简单,醇既是溶剂又是亲核试剂,产率较高(78%-83%). Bicyclic fused aziridines can generate regioselective ring opening reaction with various alcohols,catalyzed by small amount of concentrated sulfuric acid.Two new ring-opening products were obtained and characterized with IR,^1H NMR,^13C NMR and EIMS.In this reaction,alcohols are not only nucleophiles but also solvents.This method provides several advantages such as high yield(78%~83%),simple work-up procedure,shorter reaction time,milder conditions.
出处 《信阳师范学院学报(自然科学版)》 CAS 2010年第3期455-457,共3页 Journal of Xinyang Normal University(Natural Science Edition)
基金 国家自然科学基金项目(20805040)
关键词 氮杂环丙烷衍生物 开环反应 亲核基团 bicyclic fused aziridines ring-openying reaction nucleophilic groups
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  • 1黄丹,鄢明,沈琪.亚胺合成吖啶的研究进展[J].有机化学,2004,24(10):1200-1212. 被引量:9
  • 2Tanner D A. Chiral aziridines their synthesis and use in stereoselective transformations [J]. Angew Chem, Int Ed Engl (S0161-4940), 1994, 33 : 599-619.
  • 3Josiane T, Vincent S. Synthesis of methyleneaminodipeptides via ring opening of a 2-(t-butoxycarbonylmethyl) aziridine derivative [ J]. Tetra Lett (S0040-4039), 2004, 45: 821-823.
  • 4Catino A J, Nichols J M, Forslund R E. Efficient aziridination ofolefins catalyzed by mixed-valent dirhodium ( II, III) caprolactamate [ J]. Org Lett (S1523-7060), 2005, 7: 2787-2790.
  • 5Ma S M, Zhang J L, Jin X, et al. NaI-catalyzed highly regioselective ring-opening [ 1 + 2 ] eycloaddition reaction of cyclopropenes with imines : highly steroselective synthesis of cis vinylic aziridines [ J ]. Chem Comm ( S0009-241X), 2005 ( 7 ) : 909-911.
  • 6Braga A L, Paixao M W, Ludtke D S. Synthesis of rtew chiral aliphatic amino diselenides and their application as catalysts for the enantioselective addition of diethylzinc to aldehyde [ J]. Org Lett (S1523-7060), 2003, 5: 2635-2638.
  • 7Pablo H D H, Fabien R P, Philippe D, et al. Sulfonimldamides: eJTtcient chiral iminoiodane precursors for dia steroselective copper-catalyzed aziridination of olefir- [ J ]. Org Lett( S1523-7060), 2004, 6 : ,1503-4505.
  • 8Femando D, Loic L, Alberto G, et al. Intramolecular Phi = O mediated copper-catalyzed aziridination of unsatruated sulfamates: a new direct access to polysubstituted anines from simple honwallylic alcohos [ J]. Org Lett ( S1523-7060), 2002, 4 : 2481-2483.
  • 9李森兰,郭金波,郁兆莲,陈庆华.A Valuable Synthetic Route to the Enantiopure Functionalized N-Substituted Aziridines[J].Chinese Journal of Chemistry,2004,22(4):384-389. 被引量:6
  • 10何兰,张唯,刘玉美,李铭,陈庆华.多功能光学活性丁二醇衍生物的合成和结构[J].高等学校化学学报,2006,27(3):464-467. 被引量:8

二级参考文献149

  • 1黄丹,鄢明,沈琪.亚胺合成吖啶的研究进展[J].有机化学,2004,24(10):1200-1212. 被引量:9
  • 2何兰,张唯,刘玉美,李铭,陈庆华.多功能光学活性丁二醇衍生物的合成和结构[J].高等学校化学学报,2006,27(3):464-467. 被引量:8
  • 3Juhl, K ; Hazell, R G ; Jcrgensen, K A .J Chem Soc, Perkin Trans 1 1999,2293.
  • 4Anfilla, J C ; Wulff, W O .J Am Chem, Soc 1999,121, 5099.
  • 5Anfilla, J C; Wulff, W O .Angew Chem, Int Ed 2000, 39, 4518.
  • 6Krumaper, J R ; Gerisch, M ; Suh, J M ; Bergman, R G ;Tilley, T D. J Org Chem 2003, 68, 9705.
  • 7Gerhart, F ; Higgins, W ; Tardif, C. J Med Chem 1990,33, 2157.
  • 8Tanner, M E ; Miao, S .Tetrahedron Lett 1994, 35, 4073.
  • 9Osborn, H M I ; Sweeney, J. Tetrahedron: Asymmetry 1997,8, 1693.
  • 10Zwanenburg, B ; Holte, P T. Top Curr Chem 2001, 216.

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