期刊文献+

钯催化卤代芳烃氨解反应的研究进展 被引量:2

Progress in palladium-catalyzed ammonolysis of aryl halide
下载PDF
导出
摘要 钯催化卤代芳烃进行氨解反应是构建C—N键的重要方法,由于该方法所需的催化剂量少、反应条件温和、应用范围广和操作简单,因而被广泛应用于芳香胺类化合物的制备与生产。本文对该反应机理进行了简介,对近年来钯催化卤代芳烃与氨、伯胺、仲胺和其他含氮化合物的氨解反应研究进展进行了综述。指出迄今为止高活性和高选择性的催化剂依然有限,氨作为氨解剂和低廉的氯代芳烃作为氨解底物的使用都还不够广泛。寻找新的配体、设计新的催化体系、提高反应选择性和改善反应对敏感官能团的容忍性,是钯催化卤代芳烃氨解反应领域未来的发展方向。另外,仔细研究反应机理将会加深对反应的理解。 It is an important method to form C—N by palladium-catalyzed ammonolysis of aryl halide,which is widely used for preparing and producing aromatic amine compounds because of its low catalyst dose,mild reaction conditions,wide application range and easy operation. The reaction mechanism is surveyed,and the recent progress in palladium-catalyzed ammonolysis of aryl halide with ammonia, primaryamines, secondary amines and other nitrogen-containing compounds is reviewed. So far highly active and selective catalysts remains limited,and ammonia as ammonolysis reagent and cheap aryl chlorides as ammonolysis substrates are still not widely used. Searching new ligands,designing new catalytic systems,promoting reaction selectivity and improving the tolerance of the ammonolysis to sensitive functional groups will be the development focus of palladium-catalyzed ammonolysis of aryl halide in the future. In addition,carefully studying the mechanism will deepen the understanding on this reaction.
出处 《化工进展》 EI CAS CSCD 北大核心 2015年第10期3665-3670,共6页 Chemical Industry and Engineering Progress
关键词 催化 卤代芳烃 氨解 反应 制备 palladium catalysis aryl halides ammonolysis reaction preparation
  • 相关文献

参考文献29

  • 1Schlummer B,Scholz U. Palladium-catalyzed C—N and C—O coupling:A practical guide from an industrial vantage point[J].Adv. Synth. Catal.,2004,346:1599.
  • 2刘蒲,李三华,李利民,王向宇,殷元骐,张玉华.钯催化卤代芳烃的胺化反应研究[J].化学进展,2005,17(2):286-292. 被引量:9
  • 3郭跃平,应向贤,赵冉冉,汪钊.酶法制备手性芳香胺化合物的研究进展[J].化工进展,2010,29(4):728-732. 被引量:5
  • 4Downing R S,Kunkeler P J,Bekkum H V. Catalytic syntheses of aromatic amines[J].Catal.Today,1997,37:121-136.
  • 5Surry D S,Buchwald S L. Biaryl phosphane ligands in palladium-catalyzed amination[J].Angew. Chem. Int. Ed.,2008,47:6338-6361.
  • 6Hartwig J F. Evolution of a fourth generation catalyst for the amination and thioetherification of aryl halides[J].Acc. Chem. Res.,2008,41:1534-1544.
  • 7Charles M D,Schultz P,Buchwald S L. Efficient Pd-catalyzed amination of heteroaryl halides[J].Org. Lett.,2005,7(18):3965-3968.
  • 8Lee D Y,Hartwig J F. Zinc trimethylsilylamide as a mild ammonia equivalent and base for the amination of aryl halides and triflates[J].Org. Lett.,2005,7(6):1169-1172.
  • 9Lundgren R J,Peters B D,Alsabeh P G,et al. A P,N-ligand for palladium-catalyzed ammonia arylation:Coupling of deactivated aryl chlorides,chemoselective arylations,and room temperature reactions[J].Angew. Chem. Int. Ed.,2010,49:4071-4074.
  • 10Kosugi M,Kameyama M,Migita T. Palladium-catalyzed aromatic amination of aryl bromides with N,N-diethylamin-otributyltin[J].Chem. Lett.,1983(6):927-928.

二级参考文献75

  • 1徐刚,戴军强,吴坚平,杨立荣.有机相中酶催化1-苯基乙胺的不对称酰胺化反应[J].化工学报,2007,58(7):1741-1745. 被引量:5
  • 2Wen Sai, Tan Tianwei, Yu Mingrui. Immobilized lipase YlLip2- catalyzed resolution of (±) α-phenylethylamine in a medium with organic cosolvent[J]. Process Biochem., 2008, 43: 1259-1264.
  • 3Cammenberg M, Hult K, Park S.Molecular basis for the enhanced lipase-catalyzed N-acylation of 1 -phenylethanamine with methoxyacetate[J]. Chem. Biochem., 2006, 7: 1745-1749.
  • 4Blaser H U, Spindler F, Studer M. Enatioselective catalysis in fine chemical production[J]. Appl.Catal.A Gen., 2001, 221: 119-143.
  • 5Clifton, J E, Collins I, Hallett P, et al. Arylethanolamines derived from salicylamide with α-and β-adrenoceptor blocking activities. preparation of labetalol, its enantiomers, and related salic ylamides[J]. J. Med. Chem., 1982, 25: 670-679.
  • 6Jacques J, Collett A, Wilen S. Enantiomers, Racemates, and Resolutions[M]. New York: Wiley-lnterscience, 1980.
  • 7Itsuno S, Matsumoto T. Enantioselective reduction of oxime ethers with borane catalyzed by polymersupported 2-piperazinemethanol[J]. J. Org. Chem., 2000, 65: 5879-5881.
  • 8Mereyala H B, Pola P. Resolution of 1-arylethylamines with 5-(1,2-o-isopropylidene-3,6-anhydro-2-D-glucofuranosyl) hydrogen phthalate[J]. Tetrahedron: Asymmetry, 2003, 14: 2683-2685.
  • 9Iwasaki A, Yamada Y, Kizaki N, et al. Microbial synthesis of chiral amines by (R)-specific transamination with Arthrobacter sp.KNK168[J]. Appl. Microbiol. Biotechnol., 2006, 69: 499-505.
  • 10Shin J S, Kim B G. Asymmetric synthesis of chiral amines with ω-transaminase[J].Biotechnol.Bioeng., 1999, 65 (2): 206-211.

共引文献12

同被引文献31

引证文献2

二级引证文献8

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