Indium-mediated mild and facile method for the synthesis of amides

被引:28
|
作者
Cho, DH
Jang, DO [1 ]
机构
[1] Yonsei Univ, Dept Chem, Wonju 220710, South Korea
[2] Yonsei Univ, Ctr Bioact Mol Hybrids, Seoul 120749, South Korea
关键词
amides; indium; peptides;
D O I
10.1016/j.tetlet.2004.01.114
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Indium-mediated coupling reactions of acyl chlorides and amines for the synthesis of amide bonds are described. The reaction afforded high yields of the desired amides under mild and neutral conditions, and it was applicable also to the preparation of peptides without epimerization. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2285 / 2287
页数:3
相关论文
共 50 条
  • [31] Indium-mediated enantioselective allylation of ketoamides
    Balasubramanian, Narayanaganesh
    Cook, Gregory R.
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2011, 241
  • [32] Indium-mediated dehalogenation of haloheteroaromatics in water
    Hirasawa, Natsurm
    Takahashi, Yukiko
    Fukuda, Eri
    Sugimoto, Osamu
    Tanji, Ken-ichi
    TETRAHEDRON LETTERS, 2008, 49 (09) : 1492 - 1494
  • [33] Stereoselective indium-mediated allylation reactions
    Kargbo, Robert B.
    Cook, Gregory R.
    CURRENT ORGANIC CHEMISTRY, 2007, 11 (15) : 1287 - 1309
  • [34] Highly diastereoselective indium-mediated synthesis of β-lactam carbohydrates from imines
    Soengas, Raquel G.
    Segade, Yuri
    Jimenez, Carlos
    Rodriguez, Jaime
    TETRAHEDRON, 2011, 67 (14) : 2617 - 2622
  • [35] Indium-mediated allylation: Application to the synthesis of 22-hydroxy steroids
    Loh, TP
    Hu, QY
    Vittal, JJ
    SYNLETT, 2000, (04) : 523 - 525
  • [36] Indium-mediated facile synthesis of (6-chloropyridine-3-yl)methyl heterocyclic thioether derivatives in aqueous media
    Song, BA
    Liu, G
    Hu, DY
    Zhang, H
    CHINESE CHEMICAL LETTERS, 2004, 15 (10) : 1140 - 1142
  • [37] Indium-mediated reduction of hydroxylamines to amines
    Cicchi, S
    Bonanni, M
    Cardona, F
    Revuelta, J
    Goti, A
    ORGANIC LETTERS, 2003, 5 (10) : 1773 - 1776
  • [38] Indium-mediated stereospecific glycosylation of alcohols
    Banik, BK
    Samajdar, S
    Banik, I
    Zegrocka, O
    Becker, FF
    HETEROCYCLES, 2001, 55 (02) : 227 - 230
  • [39] Indium-mediated reductive elimination of halohydrins
    Cho, S
    Kang, S
    Keum, G
    Kang, SB
    Han, SY
    Kim, Y
    JOURNAL OF ORGANIC CHEMISTRY, 2003, 68 (01): : 180 - 182
  • [40] Facile synthesis of 3,3-diallyl isoindolones via a indium-mediated double allylation of ortho-cyanobenzoates
    Kim, Sung Hwan
    Kim, Se Hee
    Kim, Ko Hoon
    Kim, Jae Nyoung
    TETRAHEDRON LETTERS, 2010, 51 (05) : 860 - 862