Studies of the reaction between indole-2,3-diones (isatins) and secondary aliphatic amines

被引:17
|
作者
Bergman, J
Stalhandske, C
Vallberg, H
机构
[1] CNT,DEPT ORGAN CHEM,S-14157 HUDDINGE,SWEDEN
[2] LUND UNIV,CTR CHEM,DEPT ORGAN CHEM,S-12200 LUND,SWEDEN
来源
ACTA CHEMICA SCANDINAVICA | 1997年 / 51卷 / 6-7期
关键词
D O I
10.3891/acta.chem.scand.51-0753
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Simple secondary aliphatic amines react with isatin to yield, depending on the structure, either 2-amino-phenylglyoxamides, such as 2-amino-N,N-dimethyl-phenylglyoxamide, or dialkylammonium salts of 2-aminophenylglyoxylic acids. Reaction of isatin with N,N'-dimethylethylenediamine gave an unusual 2:1 product, whose structure has been determined by X-ray crystallography.
引用
收藏
页码:753 / 759
页数:7
相关论文
共 50 条
  • [1] Studies of the reactions between indole-2,3-diones (isatins) and 2-aminobenzylamine
    Bergman, J
    Engqvist, R
    Stålhandske, C
    Wallberg, H
    TETRAHEDRON, 2003, 59 (07) : 1033 - 1048
  • [2] Selective inhibition of carboxylesterases by isatins, indole-2,3-diones
    Hyatt, Janice L.
    Moak, Teri
    Hatfield, M. Jason
    Tsurkan, Lyudmila
    Edwards, Carol C.
    Wierdl, Monika
    Danks, Mary K.
    Wadkins, Randy M.
    Potter, Philip M.
    JOURNAL OF MEDICINAL CHEMISTRY, 2007, 50 (08) : 1876 - 1885
  • [3] INVESTIGATION OF THE REACTION OF INDOLE-2,3-DIONES WITH BENZAMIDINE HYDROCHLORIDE
    JOSHI, KC
    JAIN, R
    ARORA, S
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1992, 31 (04): : 280 - 281
  • [4] Reactions of indole-2,3-diones with 3-aminopropanol
    Dandia, A
    Sati, M
    Sanan, S
    Joshi, R
    ORGANIC PREPARATIONS AND PROCEDURES INTERNATIONAL, 2003, 35 (04) : 433 - 438
  • [5] Development of Selective Inhibitors for Aldehyde Dehydrogenases Based on Substituted Indole-2,3-diones
    Kimble-Hill, Ann C.
    Parajuli, Bibek
    Chen, Che-Hong
    Mochly-Rosen, Daria
    Hurley, Thomas D.
    JOURNAL OF MEDICINAL CHEMISTRY, 2014, 57 (03) : 714 - 722
  • [6] CONVENIENT PREPARATION OF 3,3-DIBROMO-1,3-DIHYDROINDOL-2-ONES AND INDOLE-2,3-DIONES (ISATINS) FROM INDOLES
    PARRICK, J
    YAHYA, A
    IJAZ, AS
    JIN, YZ
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1989, (11): : 2009 - 2015
  • [7] Substituent effects and vibrational coupling in indole-2,3-diones:: An IR, NMR and theoretical study
    Radhy, HA
    Fadhil, GF
    Perjéssy, A
    Kolehmainen, E
    Fabian, WMF
    Samalíková, M
    Laihia, K
    Susteková, Z
    HETEROCYCLIC COMMUNICATIONS, 2001, 7 (04) : 387 - 392
  • [8] Investigation of the Reactions of Indole-2,3-diones with Biuret: A Novel Approach for the Synthesis of Spiro[indole-triazines]
    Kumar, Deepak
    Sharma, Lokesh K.
    Sharma, Kanti
    Jain, Renuka
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2017, 54 (01) : 570 - 574
  • [9] STUDIES IN SPIROHETEROCYCLES .1. REACTIONS OF FLUORINATED INDOLE-2,3-DIONES WITH ALKANEDIOLS AND SYNTHESIS OF A NEW SPIRO SYSTEM
    JOSHI, KC
    JAIN, R
    CHAND, P
    SHARMA, V
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1984, 23 (04): : 386 - 387
  • [10] Synthesis of thieno[2,3-b]indole-2,3-diones and their ring expansions induced by diazomethane
    Berg, Robert
    Bergman, Jan
    TETRAHEDRON, 2017, 73 (38) : 5654 - 5658