An efficient method for the preparation of N-alkylamides from alkyl diphenylphosphinites and amides by using methyl acrylate

被引：10
|
作者：
Aoki, Hidenori
Mukaiyama, Teruaki [1 ]
机构：
[1] Kitasato Inst, Ctr Basic Res, Kita Ku, Tokyo 1140003, Japan
[2] Kitasato Univ, Kitasato Inst Life Sci, Minato Ku, Tokyo 1088641, Japan
来源：
CHEMISTRY LETTERS | 2006年 / 35卷 / 04期
关键词：
D O I：
10.1246/cl.2006.456
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
N,N-Dibenzyltrifluoroacetamide was formed in good yield by treating benzyl diphenylphosphinite with N-benzyltrifluoroacetamide in the presence of easily available methyl acrylate under mild conditions. Yields obtained for the corresponding inverted sulfonamides were good to high in the cases when alkyl diphenylphosphinites derived from chiral secondary alcohols were used.
引用
收藏
页码：456 / 457
页数：2
相关论文
共 50 条
  • [1] N-[1-(Benzotriazol-1-yl)alkyl]amides from N-acyl-α-amino acids or N-alkylamides
    Adamek, Jakub
    Mazurkiewicz, Roman
    Pazdzierniok-Holewa, Agnieszka
    Kuznik, Anna
    Grymel, Miroslawa
    Zielinska, Katarzyna
    Simka, Wojciech
    TETRAHEDRON, 2014, 70 (35) : 5725 - 5729
  • [2] 1-(N-Acylamino)alkyl Sulfones from N-Acyl-α-amino Acids or N-Alkylamides
    Adamek, Jakub
    Mazurkiewicz, Roman
    Pazdzierniok-Holewa, Agnieszka
    Grymel, Miroslawa
    Kuznik, Anna
    Zielinska, Katarzyna
    JOURNAL OF ORGANIC CHEMISTRY, 2014, 79 (06): : 2765 - 2770
  • [3] An efficient method for the preparation of monoalkylated sulfonamides from unsubstituted sulfonamides and alkyl diphenylphosphinites by oxidation-reduction condensation using trimethylsilylmethyl azide
    Aoki, H
    Kuroda, K
    Mukaiyama, T
    CHEMISTRY LETTERS, 2005, 34 (09) : 1266 - 1267
  • [4] A MILD AND EFFICIENT METHOD FOR THE PREPARATION OF N-TOSYL AMIDES AND LACTAMS
    TANNER, D
    SOMFAI, P
    TETRAHEDRON, 1988, 44 (02) : 613 - 618
  • [5] An efficient and improved method for the preparation of nitrites from primary amides and aldoximes
    Narsaiah, AV
    Nagaiah, K
    ADVANCED SYNTHESIS & CATALYSIS, 2004, 346 (11) : 1271 - 1274
  • [6] A CONVENIENT METHOD FOR THE PREPARATION OF N-ARYL AND N-ALKYL-O-METHYL HYDROXYLAMINES
    SANTOS, PF
    LOBO, AM
    PRABHAKAR, S
    SYNTHETIC COMMUNICATIONS, 1995, 25 (22) : 3509 - 3518
  • [7] Preparation of methyl N-substituted carbamates from amides through, N-chloroamides
    Hiegel, GA
    Hogenauer, TJ
    SYNTHETIC COMMUNICATIONS, 2005, 35 (15) : 2091 - 2098
  • [8] Isolation and identification of antiplasmodial N-alkylamides from Spilanthes acmella flowers using centrifugal partition chromatography and ESI-IT-TOF-MS
    Mbeunkui, Flaubert
    Grace, Mary H.
    Lategan, Carmen
    Smith, Peter J.
    Raskin, Ilya
    Lila, Mary Ann
    JOURNAL OF CHROMATOGRAPHY B-ANALYTICAL TECHNOLOGIES IN THE BIOMEDICAL AND LIFE SCIENCES, 2011, 879 (21): : 1886 - 1892
  • [9] Activation of imidazolides using methyl trifluoromethanesulfonate: A convenient method for the preparation of hindered esters and amides
    Ulibarri, G
    Choret, N
    Bigg, DCH
    SYNTHESIS-STUTTGART, 1996, (11): : 1286 - &
  • [10] Highly efficient preparation of amides from aminium carboxylates using N-(p-toluenesulfonyl) imidazole
    Behrouz, Somayeh
    Rad, Mohammad Navid Soltani
    Forouhari, Elham
    JOURNAL OF CHEMICAL RESEARCH, 2016, (02) : 101 - 106
12345