One-Pot Synthesis of Quinazoline-2,4(1H,3H)-diones and 2-Thioxoquinazolinones with the Aid of Low-Valent Titanium Reagent

被引:23
|
作者
Dou, Guo-Lan [1 ]
Wang, Man-Man [1 ]
Huang, Zhi-Bin [1 ]
Shi, Da-Qing [1 ]
机构
[1] Soochow Univ, Coll Chem Chem & Mat Sci, Key Lab Organ Synth Jiangsu Prov, Suzhou 215123, Peoples R China
关键词
SOLID-PHASE SYNTHESIS; EFFICIENT; 2,4(1H,3H)-QUINAZOLINEDIONES; HETEROCYCLES; DERIVATIVES;
D O I
10.1002/jhet.121
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient, convenient, one-pot synthesis of 2,4(1H,3H)-quinazolinediones and 2-thioxoquinazolinones was accomplished in good yields via the novel reductive cyclization of ethyl 2-nitrobenzoates with isocyanates or isothiocyanates mediated by TiCl4/Zn system.
引用
收藏
页码:645 / 649
页数:5
相关论文
共 50 条
  • [1] Eco-Efficient One-Pot Synthesis of Quinazoline-2,4(1H,3H)-diones at Room Temperature in Water
    Tian, Xin-Chuan
    Huang, Xing
    Wang, Dan
    Gao, Feng
    CHEMICAL & PHARMACEUTICAL BULLETIN, 2014, 62 (08) : 824 - 829
  • [2] A New and Facile Synthesis of Quinazoline-2,4(1H,3H)-diones
    Li Jiarong
    Chen Xian
    Shi Daxin
    Ma Shuling
    Li Qing
    Zhang Qi
    Tang Jianhong
    ORGANIC LETTERS, 2009, 11 (06) : 1193 - 1196
  • [3] Spidery catalyst for the synthesis of quinazoline-2,4(1H,3H)-diones
    Sadeghzadeh, Seyed Mohsen
    CATALYSIS SCIENCE & TECHNOLOGY, 2016, 6 (05) : 1435 - 1441
  • [4] SOME REACTIONS OF QUINAZOLINE-2,4(1H,3H)-DIONES
    ABDELMEGEID, FM
    ELKASCHE.MA
    MOKHTAR, KEM
    ZAKI, KEM
    JOURNAL OF THE CHEMICAL SOCIETY C-ORGANIC, 1971, (06): : 1055 - +
  • [5] ZnO nanoparticles supported on dendritic fibrous nanosilica as efficient catalysts for the one-pot synthesis of quinazoline-2,4(1H,3H)-diones
    Shamsa, Farzaneh
    Motavalizadehkakhky, Alireza
    Zhiani, Rahele
    Mehrzad, Jamshid
    Hosseiny, Malihe Sadat
    RSC ADVANCES, 2021, 11 (59) : 37103 - 37111
  • [6] An efficient synthesis of quinazoline-2,4-dione derivatives with the aid of a low-valent titanium reagent
    Shi, Da-Qing
    Dou, Guo-Lan
    Li, Zheng-Yi
    Ni, Sai-Nan
    Li, Xiao-Yue
    Wang, Xiang-Shan
    Wu, Hui
    Ji, Shun-Jun
    TETRAHEDRON, 2007, 63 (39) : 9764 - 9773
  • [7] The quinazoline-2,4(1H,3H)-diones skeleton: A key intermediate in drug synthesis
    Gheidari, Davood
    Mehrdad, Morteza
    Maleki, Saloomeh
    SUSTAINABLE CHEMISTRY AND PHARMACY, 2022, 27
  • [8] Quinazoline-2,4(1H,3H)-dione
    Liu, Ge
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2008, 64 : O1677 - U1217
  • [9] Advances in catalytic conversion of CO2 for synthesis of quinazoline-2,4(1H,3H)-diones and their derivatives
    Liu, Mengshuai
    Ping, Ran
    Sun, Jianmin
    CHINESE SCIENCE BULLETIN-CHINESE, 2020, 65 (31): : 3349 - 3359
  • [10] Facile and efficient synthesis of quinazoline-2,4(1H,3H)-diones through sequential hydrogenation condensation
    Wang, Peng-Xu
    Wang, Ya-Nan
    Lin, Zi-Yun
    Li, Gang
    Huang, Hai-Hong
    SYNTHETIC COMMUNICATIONS, 2018, 48 (10) : 1183 - 1189