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水促进的三组分PBM反应合成三级胺(英文) 被引量：1

A Water Promoted-PBM Protocol for Synthesize Tertiary Amines with Arylboronic Acids,Paraformaldehyde and Secondary Amines
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摘要 首次报道了甲醛衍生的胺缩醛和芳基硼酸在水的促进下,可以在没有催化剂的条件下高效的合成三级胺.在此基础上建立了一种利用多聚甲醛,二级胺和芳基或杂环硼酸合成三级胺的高效合成方法.此反应条件温和,操作简单,具有很好的底物适应性,目标产物的收率最高可达93%. A practical and efficient synthetic method for synthesis of benzylic tertiary amines by using arylboronic acids,paraformaldehyde and secondary amines was established in the absence of catalyst. This reaction is very simple and can be efficiently performed under mild conditions,which establishes a practical approach toward a wide range of benzylic tertiary amines.
作者 胡建华 谢银君 黄汉民
机构地区 浙江工业大学化学工程学院 中国科学院兰州化学物理研究所羰基合成与选择氧化国家重点实验室
出处 《分子催化》 EI CAS CSCD 北大核心 2014年第3期197-203,共7页 Journal of Molecular Catalysis(China)
基金 supported by the Chinese Academy of Sciences,the National Natural Science Foundation of China(21222203,21172226 and 21133011)
关键词 芳基硼酸 胺缩醛 多聚甲醛 取代三级胺 PBM反应 arylboronic acids aminals paraformaldehyde tertiary amines PBM reaction
分类号 O623.731 [理学—有机化学]
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共引文献8

同被引文献16

  • 1Jianhua Hu,Yinjun Xie,Hanmin Huang.Palladium‐Catalyzed Insertion of an Allene into an Aminal: Aminomethylamination of Allenes by C?N Bond Activation<link href="#nss"/>[J]. Angew. Chem. Int. Ed. . 2014 (28)
  • 2Yanping Zhou,Yinjun Xie,Lei Yang,Pan Xie,Hanmin Huang.Copper-Catalyzed Aerobic Oxidative Amination of Arylboronic Acid with Aminal under Base-Free Conditions[J]. Tetrahedron Letters . 2013 (21)
  • 3A. S. Gazizov,A. R. Burilov,M. A. Pudovik,A. I. Konovalov.Reaction of B-aminosubstituted acetals and aldehydes with 2-methylresorcinol[J]. Russian Journal of General Chemistry . 2008 (12)
  • 4Simon B. Davies,M.Anthony McKervey.Convenient in situ synthesis of nonracemic N -protected β-amino aldehydes from β-amino acids. Applications in Wittig reactions and heterocycle synthesis[J]. Tetrahedron Letters . 1999 (6)
  • 5Franklin A Davis,Joanna M Szewczyk.Synthesis and applications of nonracemic β-amino aldehydes to the asymmetric synthesis of piperdines: (+)-dihydropinidine[J]. Tetrahedron Letters . 1998 (33)
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  • 7Carlos J. Saavedra,Alicia Boto,Rosendo Hernández.Preparation of modified peptides: direct conversion of α-amino acids into β-amino aldehydes. Organic and Biomolecular Chemistry . 2012
  • 8Masahiro Terada,Yasunori Toda.Double Bond Isomerization/Enantioselective Aza-Petasis?Ferrier Rearrangement Sequence as an Efficient Entry to Anti- and Enantioenriched β-Amino Aldehydes. Journal of the American Chemical Society . 2009
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  • 10Peter S. Dragovich,John E. Barker,Judy French,Michael Imbacuan,Vincent J. Kalish,Charles R. Kissinger,Daniel R. Knighton,Cristina T. Lewis,Ellen W. Moomaw,Hans E. Parge,Laura A. K. Pelletier,Thomas J. Prins,Richard E. Showalter,John H. Tatloc.Structure-Based Design of Novel, Urea-Containing FKBP12 Inhibitors. Journal of Medicinal Chemistry . 1996

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