HETEROCYCLES FROM NITRILE IMINES .4. CHIRAL 4,5-DIHYDRO-1,2,4-TRIAZIN-6-ONES

被引:0
|
作者
ELABADELAH, MM
HUSSEIN, AQ
THAHER, BA
机构
关键词
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The reaction of nitrile imines (II) with alpha-amino esters (III) proceeds with no detectable racemization and constitutes a convenient synthetic route to 4,5-dihydro-1,2,4-triazin-6-ones (IV). Permanganate oxidation of the heterocycles (IV) affords the corresponding 1,2,4-triazin-6-ones (V). The reaction of (II) with beta-amino esters gives the respective acyclic amidrazone adducts (VI).
引用
收藏
页码:1879 / 1895
页数:17
相关论文
共 50 条
  • [41] SYNTHESIS, SPECTROSCOPIC STUDIES AND THE MECHANISM OF FORMATION OF 4,5-DIHYDRO-1,2,4-OXADIAZOLES
    SRIVASTAVA, RM
    FREIRE, MVS
    CHAVES, ASSC
    BELTRAO, TM
    CARPENTER, GB
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1987, 24 (01) : 101 - 105
  • [42] Electrochemical oxidation of substituted amide oximes and 4,5-dihydro-1,2,4-oxadiazoles
    Okimoto, M
    Takahashi, Y
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 2003, 76 (02) : 427 - 428
  • [43] Mass spectrometric analysis of 1,2,4-oxadiazoles and 4,5-dihydro-1,2,4-oxadiazoles
    Srivastava, RM
    MASS SPECTROMETRY REVIEWS, 2005, 24 (03) : 328 - 346
  • [44] Electrochemical oxidation of substituted amide oximes and 4,5-dihydro-1,2,4-oxadiazoles
    Okimoto, M., 1600, Chemical Society of Japan (76):
  • [45] Crystal structure analysis and computational study of 4,5-dihydro-1,2,4-oxadiazoles
    Asgari, Mehrnoosh
    Memarian, Hamid R.
    Sabzyan, Hassan
    Rudbari, Hadi Amiri
    Blacque, Olivier
    JOURNAL OF MOLECULAR STRUCTURE, 2025, 1330
  • [46] 1,2,4-TRIAZINES .1. A CONVENIENT SYNTHESIS OF "4,5-DIHYDRO-1,2,4-TRIAZIN-3-(2H)ONE AND ITS 6-SUBSTITUTED DERIVATIVES
    NAKAYAMA, Y
    SANEMITSU, Y
    MIZUTANI, M
    YOSHIOKA, H
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1981, 18 (03) : 631 - 632
  • [47] 4-({[4-Amino-6-(p-bromobenzyl)-5-oxo-4,5-dihydro-1,2,4-triazin-3-yl]sulfanyl}acetyl)-3-phenylsydnone
    Fun, Hoong-Kun
    Quah, Ching Kheng
    Nithinchandra
    Kalluraya, Balakrishna
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2011, 67 : O1004 - U1652
  • [48] SYNTHESIS OF 4-AMINOPYRIMIDINES FROM 1,2,4-OXADIAZOLES .4. A NOVEL HETEROCYCLIC REARRANGEMENT - FORMATION OF 4-HYDROXIMINOHEXAHYDROPYRIMIDINES FROM 3-(2-AMINOETHYL)-4,5-DIHYDRO-1,2,4-OXADIAZOLES
    KORBONITS, D
    TOBIASHEJA, E
    SIMON, K
    KRAMER, G
    KOLONITS, P
    JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1, 1992, (22): : 3069 - 3074
  • [49] 4,5-DIHYDROISOXAZOLE AND 4,5-DIHYDRO-1,2,4-OXADIAZOLE DERIVATIVES FROM CYCLOADDITION REACTIONS OF NITRILE OXIDES TO ALKYL N-(DIPHENYLMETHYLENE)-ALPHA,BETA-DEHYDROAMINO ACIDS
    BALSAMINI, C
    SPADONI, G
    BEDINI, A
    TARZIA, G
    LANFRANCHI, M
    PELLINGHELLI, MA
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 1992, 29 (06) : 1593 - 1598
  • [50] Heterocyclic synthesis using nitrile imines 6. Synthesis of some new substituted 4,5-dihydro-1H-1,2,4-triazoles
    Dalloul, H. M.
    Al-Abadla, N. S.
    El-Nwairy, Kh. A.
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 2007, (03): : 392 - 397