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α,β-不饱和酰腙氧化环化合成N-酰基吡唑类化合物

Synthesis of N-acyl pyrazoles through oxidative cyclization of α,β-unsaturated acylhydrazones
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摘要 以二醋酸碘苯(PhI(OAc)2)为温和的氧化剂,探索了α,β-不饱和酰腙的无金属氧化环化反应,在25℃下以高达92%的产率得到了一系列1,3,5-三取代N-酰基吡唑类化合物.通过1HNMR和13 CNMR对目标产物的结构进行了表征.结果表明,该方法具有反应条件温和、反应时间短、易于操作以及反应产率高等优点,为N-酰基吡唑类化合物的合成提供了一种简便有效的方法. A series of 1,3,5-trisubstituted N-acyl pyrazoles were synthesized by using iodobenzene diacetate(PhI(OAc)2)as a mild oxidant through metal-free oxidative cyclization ofα,β-unsaturated acylhydrazones.The corresponding products were obtained with up to 92%yields at 25℃.The structures of 1,3,5-trisubstituted N-acyl pyrazoles were characterized by 1HNMR and 13 CNMR spectrum.The method has the advantages of mild reaction condition,short reaction time,simple operation and high reaction yields.It provides a simple and effective method for the synthesis of N-acyl pyrazoles.
作者 王克虎 张学清 柴丽 黄丹凤 WANG Ke-hu;ZHANG Xue-qing;CHAI Li;HUANG Dan-feng(College of Chemistry and Chemical Engineering,Northwest Normal University,Lanzhou 730070,Gansu,China)
出处 《西北师范大学学报(自然科学版)》 CAS 北大核心 2019年第6期57-61,共5页 Journal of Northwest Normal University(Natural Science)
基金 国家自然科学基金资助项目(21861033,21462037)
关键词 α β-不饱和酰腙 醋酸碘苯(PhI(OAc)2) 吡唑 α β-unsaturated acylhydrazones iodobenzene diacetate(PhI(OAc)2) pyrazoles
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  • 1Baker D C, Putt S R. C-Acylation of nitromethane. a synthetic route to α-nitroketones[J]. Synthesis, 1978, (6): 478 -479. 被引量:1
  • 2Staab H A, Jost E. Synthesen yon ketonen aus imidazoliden mit grignard-verbindungen[J]. Liebigs Ann Chem, 1962, 655:90 -94. 被引量:1
  • 3Staab H A, Braunling H. Reduction yon carbonsauren zu aldehyde uber imidazolide[J]. Liebigs Ann Chem, 1962, 654:119 -130. 被引量:1
  • 4Mazur R H. Acceleration of p-nitrophenyl ester peptide synthesis by imidazole[J]. J Org Chem, 1963, 28(9): 2498 -2498. 被引量:1
  • 5Kashima C, Harada H, Kita I, et al. The preparation of N-acylpyrazoles and their behavior toward alcohols [ J ]. Synthesis, 1994,(1):61-65. 被引量:1
  • 6Kashima C. 3-Phenyl-l-menthopyrazole [ (4R,7S) -7-isopropyl-4-methyl-3-phenyl-4 ,5,6,7- tetrahydroindazole]: a New type of chiral auxiliary[J]. Heterocycles, 2003, 60(4): 959 -987. 被引量:1
  • 7Kashima C, Mizuhara S, Miwa Y, et al. Resolution of secondary alcohols using 2-acyl-3-phenyl-l-menthopyrasoles as enantioselective acylating agents[J]. Tetrahedron: Asymmetry, 2002, 13(6): 1713 -1719. 被引量:1
  • 8Kashima C, Fukuchi I, Takahashi K, et al. Aminolysis of N-acypyrazoles[J]. Heterocycles, 1994, 38(6): 1407-1412. 被引量:1
  • 9Kashima C, Kita I, Takahashi K, et al. Chemoselective preparation of ketones by the grignard reaction of N-acylpyrasoles[J]. J Heteocyclic Chem, 1994, 32(1): 25 -27. 被引量:1
  • 10Patel D V, Rielly-Gauvin K, Ryono D E, et al. Activated ketone based inhibitors of human renin[J]. J Med Chem, 1995, 32(17): 2431 -2447. 被引量:1

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