Heterocyclic synthesis using nitrilimines: Part 3(1). Synthesis of substituted 1,2,4,5-tetrazines and 1,2,4,5-tetraaza-2-pentenes.

被引：0
|
作者：
Dalloul, HM [1 ]
Boyle, PH [1 ]
机构：
[1] Trinity Coll Dublin, Dept Chem, Dublin 2, Ireland
来源：
HETEROCYCLIC COMMUNICATIONS | 2003年 / 9卷 / 05期
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 nitrilimines 2a,b with hydrazones of aliphatic ketones 3 (RHNN==(CRR2)-R-1) led to the formation of the cyclocondensation products 1,2,4,5-tetrazines 4a-g when R = CH3, and to acyclic electrophilic addition products 5a-g when R = H, rather than the cyclocondensation tetrazines products 8.
引用
收藏
页码：507 / 514
页数：8
相关论文
共 50 条
  • [21] Synthesis and tuberculostatic activity of amine-substituted 1,2,4,5-tetrazines and pyridazines
    Ishmetova, R. I.
    Ignatenko, N. K.
    Ganebnykh, I. N.
    Tolschina, S. G.
    Korotina, A. V.
    Kravchenko, M. A.
    Skornyakov, S. N.
    Rusinov, G. L.
    [J]. RUSSIAN CHEMICAL BULLETIN, 2014, 63 (06) : 1423 - 1430
  • [22] Synthesis and Evaluation of a Series of 1,2,4,5-Tetrazines for Bioorthogonal Conjugation
    Karver, Mark R.
    Weissleder, Ralph
    Hilderbrand, Scott A.
    [J]. BIOCONJUGATE CHEMISTRY, 2011, 22 (11) : 2263 - 2270
  • [23] PREPARATION OF MESO-3,6-BIS-(1-HYDROXY-1-PHENYLPROPYL)-1,2,4,5-TETRAZINES,( +/-)-3,6-BIS-(1-HYDROXY-1-PHENYLPROPYL)-1,2,4,5-TETRAZINES, MESO-3,6-BIS-(1-HYDROXY-1-PHENYLETHYL)-1,2,4,5-TETRAZINES, ( +/- )-3,6-BIS-(1-HYDROXY-1-PHENYLETHYL)-1,2,4,5-TETRAZINES, AND OPTICALLY ACTIVE FORMS OF 3,6-BIS-(1-HYDROXY-1-PHENYLPROPYL)-1,2,4,5-TETRAZINES AND 3,6-BIS-(1-HYDROXY-1-PHENYLETHYL)-1,2,4,5-TETRAZINES VIA A NEW SYNTHESIS OF 1,2-DIHYDRO-1,2,4,5-TETRAZINES FROM AMIDINES
    FAHEY, JL
    FOSTER, PA
    NEILSON, DG
    BROKENSH.JL
    PETERS, DAV
    [J]. JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1970, (05): : 719 - &
  • [24] [4+1]CYCLOADDITION OF ISOCYANIDES TO 1,2,4,5-TETRAZINES - A NOVEL SYNTHESIS OF PYRAZOLE
    IMMING, P
    MOHR, R
    MULLER, E
    OVERHEU, W
    SEITZ, G
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1982, 21 (04): : 284 - 284
  • [25] Heterocyclic synthesis using nitrilimines: Part 2. Synthesis of new 1,2,4,5-tetrazine derivatives
    Dalloul, HMM
    [J]. HETEROCYCLIC COMMUNICATIONS, 2003, 9 (03) : 307 - 312
  • [26] SYNTHESIS OF HEXAHYDRO-1,2,4,5-TETRAZINES
    GISIN, B
    BRENNER, M
    [J]. NATURWISSENSCHAFTEN, 1971, 58 (07) : 362 - &
  • [27] CHEMISTRY OF HEXAHYDRO-1,2,4,5-TETRAZINES .2. MASS SPECTRA OF 1,4-DIALKYLHEXAHYDRO-1,2,4,5-TETRAZINES AND 1,4-DIALKYL-2,5-DIACYLHEXAHYDRO-1,2,4,5-TETRAZINES
    HAMMERUM, S
    MOLLER, J
    [J]. ORGANIC MASS SPECTROMETRY, 1971, 5 (10): : 1209 - &
  • [28] Synthesis and Characterization of 3,6-di(nitramino)-1,2,4,5-tetrazines
    Rudakov, G. F.
    Ustinova, T. V.
    Zhilin, V. F.
    [J]. THEORY AND PRACTICE OF ENERGETIC MATERIALS (VOL IX), PROCEEDINGS OF THE 2011 INTERNATIONAL AUTUMN SEMINAR ON PROPELLANTS, EXPLOSIVES AND PYROTECHNICS, 2011, : 3 - 7
  • [29] HYDRAZIDINES .2. SYNTHESIS OF PYRROLO[1,2-B]-1,2,4,5-TETRAZINES
    NEUNHOEFFER, H
    DEGEN, HJ
    [J]. CHEMISCHE BERICHTE-RECUEIL, 1975, 108 (11): : 3509 - 3517
  • [30] PE SPECTRA OF DISUBSTITUTED 1,2,4,5-TETRAZINES
    GLEITER, R
    SCHEHLMANN, V
    LARSEN, JS
    FISCHER, H
    NEUGEBAUER, FA
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (24): : 5756 - 5762
12345