Efficient and mild method for preparation of allylic amines from aziridine-2-alcohols using PPh3/I2/imidazole

被引：23
|
作者：
Chavan, Subhash P. [1 ]
Khairnar, Lalit B. [1 ]
Chavan, Prakash N. [1 ]
机构：
[1] CSIR, NCL, Div Organ Chem, Pune 411008, Maharashtra, India
来源：
TETRAHEDRON LETTERS | 2014年 / 55卷 / 43期
关键词：
PPh3/iodine/imidazole; Reductive elimination; Chiral aziridine-2-alcohols; Chiral allylic amine; BOND-FORMING HYDROGENATION; BIFUNCTIONAL ORGANOCATALYSTS; REDUCTIVE ALKYLATION; IMINE VINYLATION; AMINATION; CONVERSION; ALCOHOLS; 2-(BROMOMETHYL)AZIRIDINES; MONOALLYLATION; ORGANOLITHIUM;
D O I：
10.1016/j.tetlet.2014.08.078
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Allylic amines are synthesized in good to excellent yields by treatment of aziridine-2-alcohols with PPh3/I-2/imidazole in THF as solvent under mild conditions. (C) 2014 Elsevier Ltd. All rights reserved.
引用
收藏
页码：5905 / 5907
页数：3
相关论文
共 50 条
  • [41] An Efficient Direct α-Alkylation of Ketones with Primary Alcohols Catalyzed by [Ir(cod)CI]2/PPh3/KOH System without Solvent
    Ishii, Y. (ishii@ipcku.kansai-u.ac.jp), 1600, American Chemical Society (126):
  • [42] RHENIUM(V) OXIDE COMPLEXES - CRYSTAL AND MOLECULAR-STRUCTURES OF REOI2(PPH3)2(OREO3) AND OF REOI2(PPH3)(OPPH3)(OREO3).0.5C6H6 OBTAINED FROM THE REACTION OF REO2I(PPH3)2 WITH OXYGEN
    CIANI, G
    SIRONI, A
    BERINGHELLI, T
    DALFONSO, G
    FRENI, M
    INORGANICA CHIMICA ACTA, 1986, 113 (01) : 61 - 65
  • [43] A Highly Efficient Pd(PPh3)4-Catalyzed Suzuki Cross-Coupling Method for the Preparation of 2-Nitrobiphenyls from 1-Chloro-2-nitrobenzenes and Phenylboronic Acids
    Elumalai, Vijayaragavan
    Sandtorv, Alexander H.
    Bjorsvik, Hans-Rene
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2016, 2016 (07) : 1344 - 1354
  • [44] Facile and selective cleavage of allyl ethers, amines and esters using polymethylhydrosiloxane-ZnCl2/Pd(PPh3)4
    Chandrasekhar, S
    Reddy, CR
    Rao, RJ
    TETRAHEDRON, 2001, 57 (16) : 3435 - 3438
  • [45] Mild and efficient synthesis of amides from acid chlorides and amines using Cs2CO3 & TBAI
    Shamp, Joseph
    Carey, Ethan
    Orlando, David
    Salvatore, Ralph
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2019, 257
  • [46] PREPARATION AND CRYSTAL-STRUCTURE OF A SULFINYLNITRILO COMPLEX OF RHODIUM(I) - TRANS-[RH(CO)(NSO)(PPH3)2]
    ROESKY, HW
    PANDAY, KK
    KREBS, B
    DARTMANN, M
    JOURNAL OF THE CHEMICAL SOCIETY-DALTON TRANSACTIONS, 1984, (10): : 2271 - 2273
  • [47] SYNTHESIS OF GOLD(I), GOLD(III), AND SILVER(I) COMPLEXES WITH YLIDE LIGANDS DERIVED FROM CARBONYLBIS(METHYLENETRIPHENYLPHOSPHONIUM) DIPERCHLORATE - CRYSTAL AND MOLECULAR-STRUCTURES OF [AU2(MU-((CH(PPH3))2CO))2](CIO4)2,[(AUL)2(MU-(C(PPH3)C(O)CH(PPH3)(AUL)))](CIO4)2(L=PPH3), AND [(AU(PME2PH))4(MU-((C(PPH3))2CO))](CIO4)2C
    VICENTE, J
    CHICOTE, MT
    SAURALLAMAS, I
    JONES, PG
    MEYERBASE, K
    ERDBRUGGER, CF
    ORGANOMETALLICS, 1988, 7 (04) : 997 - 1006
  • [48] Efficient Transfer of Either One or Two Dithiolene Ligands from Nickel to Ruthenium: Synthesis and Crystal Structures of [Ru(SCR=CPhS)2(PPh3)] and [RuCl2(SCR=CPhS)(PPh3)2] (R = Ph, H)
    Adams, Harry
    Coffey, Anna M.
    Morris, Michael J.
    Morris, Sarah A.
    INORGANIC CHEMISTRY, 2009, 48 (24) : 11945 - 11953
  • [49] Chiral Ferrocenyl Amino Alcohols: Preparation and Application as Catalysts in the Enantioselective Reduction of Ketones Using NaBH4/I2
    陈维一
    陆军
    沈宗旋
    郎建平
    张丽芬
    张雅文
    ChineseJournalofChemistry, 2003, (02) : 192 - 195
  • [50] Chiral ferrocenyl amino alcohols:: Preparation and application as catalysts in the enantioselective reduction of ketones using NaBH4/I2
    Chen, WY
    Lu, J
    Shen, ZX
    Lang, JP
    Zhang, LF
    Zhang, YW
    CHINESE JOURNAL OF CHEMISTRY, 2003, 21 (02) : 192 - 195
12345