Synthesis of novel silylated 1,2,4-triazin-5-ones

被引：8
|
作者：
Bolm, C
Kasyan, A
Saladin, S
机构：
[1] Rhein Westfal TH Aachen, Inst Organ Chem, D-52056 Aachen, Germany
[2] ProBioGen AG, D-13086 Berlin, Germany
[3] Beiersdorf AG, D-20245 Hamburg, Germany
来源：
TETRAHEDRON LETTERS | 2005年 / 46卷 / 23期
关键词：
alpha-silyl-alpha-keto esters; iminations; 1,2,4-triazin-5-ones; thiosemicarbazones; intramolecular cyclization;
D O I：
10.1016/j.tetlet.2005.04.021
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The reaction of various alpha-silyl-alpha-keto esters with thiosemicarbazide at 50 degrees C in ethyl acetate was found to give alpha-silyl-substituted thiosemicarbazone-acetic acid esters in good yield. These may then be converted to their corresponding silyl-substituted 1,2,4-triazin-5-ones by cyclization under basic conditions. (c) 2005 Elsevier Ltd. All rights reserved.
引用
收藏
页码：4049 / 4051
页数：3
相关论文
共 50 条
  • [41] Synthesis of 1,4-dihydroimidazo[5,1-c]-1,2,4-triazin-4-ones and imidazo[5,1-c]-1,2,4-triazoles
    Bezmaternykh M.A.
    Mokrushin V.S.
    Pospelova T.A.
    Chemistry of Heterocyclic Compounds, 1999, 35 (11) : 1349 - 1356
  • [42] Synthesis of 1,4-dihydroimidazo[5,1-c]-1,2,4-triazin-4-ones and imidazo[5,1-c]-1,2,4-triazoles
    Bezmaternykh, MA
    Mokrushin, VS
    Pospelova, TA
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1999, (11): : 1544 - 1553
  • [43] Synthesis of 1,4-dihydroimidazo[5,1-c]-1,2,4-triazin-4-ones and imidazo[5,1-c]-1,2,4-triazoles
    Urals State Technical University-UPI, 620002 Yekaterinburg, Russia
    Chem. Heterocycl. Compd., 11 (1349-1356):
  • [44] Synthesis of 8-aryl[1,2,4]triazolo[1,5,d][1,2,4]triazin-5(6H)-ones by SHN reactions
    Rusinov, VL
    Zyryanov, GV
    Egorov, IN
    Ulomskii, EN
    Aleksandrov, GG
    Chupakhin, ON
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2004, 40 (01) : 85 - 89
  • [45] A convenient synthesis of 1,2,4-triazolo-1,3,5-triazin-4-ones and 1,2,4-triazolo-1,3,5-triazin-4-thiones
    Abderrahim, Raoudha
    Boujlel, Khaled
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2006, 181 (05) : 995 - 999
  • [46] The synthesis of 5H-thiazolo[2,3-c][1,2,4]triazine derivatives and substituted 3-(2-acylvinylthio)-1,2,4-triazin-5-ones from 6-methyl-3-thioxo-1,2,4-triazin-5-one, 1-acyl-2-bromoacetylenes, and alpha-acetylenic ketones. X-ray study of 3-benzoyl-6-methyl-5H-thiazolo[2,3-c][1,2,4]triazin-5-one
    Elokhina, VN
    Nakhmanovich, AS
    Komarova, TN
    Karnaukhova, RV
    Bannikova, OB
    Lopyrev, VA
    Struchkov, YT
    Shishkin, OV
    Potekhin, KA
    RUSSIAN CHEMICAL BULLETIN, 1996, 45 (12) : 2823 - 2826
  • [47] CYCLO-ADDITIONS IN SYNTHESES .37. SYNTHESES OF 6-TRIFLUOROMETHYL-1,2,4-TRIAZINES AND 6-TRIFLUOROMETHYL-1,2,4-TRIAZIN-5-ONES AND THEIR PERICYCLIC-REACTIONS WITH OLEFINS
    KATAGIRI, N
    WATANABE, H
    KANEKO, C
    CHEMICAL & PHARMACEUTICAL BULLETIN, 1988, 36 (09) : 3354 - 3372
  • [48] AGRO 22-Substituted 1,2,4-triazin-6-ones and 4,5-dihydro-1,2,4-triazin-6-ones as agricultural fungicides
    Meyer, Kevin G.
    Shaber, Steven S.
    Niyaz, Noormohamed M.
    Sullenberger, Michael T.
    Rieder, Brent J.
    Yap, Maurice C. H.
    Erickson, William R.
    Smith, Frisby D.
    Yao, Chenglin
    Mathieson, Todd
    Adelfinskaya, Yelena A.
    Thornburgh, Scott
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2008, 236
  • [49] A convenient and general synthesis of a novel heterocyclic system; 5H-[1,3,4]thiadiazolo[2,3-d] [1,2,4]triazin-5-ones
    Heravi, MM
    Rajabzadeh, G
    Rahimizadeh, M
    Bakavoli, M
    Ghassemzadeh, M
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2001, 174 : 129 - 132
  • [50] 1,2,4-TRIAZIN-5-ONE DERIVATIVES
    KHAMAEV, VK
    DANILOV, VA
    KHANNANOV, RN
    MAZITOVA, AK
    ZHURNAL ORGANICHESKOI KHIMII, 1994, 30 (05): : 777 - 781
12345