An efficient synthesis of quinazoline derivatives with the aid of low-valent titanium reagent

被引:46
|
作者
Shi, DQ [1 ]
Shi, CL [1 ]
Wang, JX [1 ]
Rong, LC [1 ]
Zhuang, QY [1 ]
Wang, XS [1 ]
机构
[1] Xuzhou Normal Univ, Dept Chem, Key Lab Biotechnol Med Plant Jiangsu Prov, Xuzhou 221116, Jiangsu, Peoples R China
关键词
D O I
10.1002/jhet.5570420201
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Quinazolin-4(3H)-ones, 1,2-dihydroquinazolin-4(3H)-ones, 3,4-dihydroquinazolines, imidazo[1,2-c]quinazolines and 5,6-dihydroimidazo[1,2-c]quinazolines were synthesized by the novel reductive reaction of nitro group, N-H bond and ortho-ester, aldehydes or ketones promoted by the low-valent titanium reagent (TiCl4-Zn system). The structures of these compounds were characterized by elemental analysis, IR and (HNMR)-H-1 spectra and further confirmed by single crystal X-ray diffraction analysis.
引用
收藏
页码:173 / 183
页数:11
相关论文
共 50 条
  • [21] Synthesis of quinazolines and imidazo[1,2-c]quinazolines with the aid of a low-valent titanium reagent (vol, pg 1098, 2004)
    Shi, D
    Wang, J
    Shi, C
    Rong, L
    Zhuang, O
    Hu, H
    SYNLETT, 2004, (11) : 2050 - 2050
  • [22] An efficient preparation of 2, 3-disubstituted indole derivatives induced by low-valent titanium
    Fan, XS
    Zhang, XY
    Zhang, YM
    Qu, GR
    CHINESE CHEMICAL LETTERS, 2004, 15 (05) : 518 - 520
  • [24] LOW-VALENT TITANIUM - A VERSATILE REAGENT FOR DEOXYGENATION AND CARBONYL COUPLING .11.
    KONIG, B
    JOURNAL FUR PRAKTISCHE CHEMIE-CHEMIKER-ZEITUNG, 1995, 337 (03): : 250 - 252
  • [25] An efficient synthesis of 2H-indazoles via reductive cyclization of 2-nitrobenzylamines induced by low-valent titanium reagent
    Sun, Fang
    Feng, Xian
    Zhao, Xuan
    Huang, Zhi-Bin
    Shi, Da-Qing
    TETRAHEDRON, 2012, 68 (20) : 3851 - 3855
  • [26] APPLICATIONS OF LOW-VALENT TITANIUM REAGENTS IN ORGANIC-SYNTHESIS
    BETSCHART, C
    SEEBACH, D
    CHIMIA, 1989, 43 (03) : 39 - 49
  • [27] LOW-VALENT TITANIUM INDUCED REACTION OF CARBOXYLIC DERIVATIVES WITH NITRO COMPOUNDS
    Da Qing SHI Department of Chemistry
    ChineseChemicalLetters, 1993, (08) : 679 - 680
  • [28] Low-valent titanium induced reductive cyclization of isothiocyanates to indole derivatives
    Li, J
    Shi, DQ
    Chen, WX
    HETEROCYCLES, 1997, 45 (12) : 2381 - 2384
  • [29] THE APPLICATION OF LOW-VALENT TITANIUM REAGENTS IN ORGANIC-SYNTHESIS
    LENOIR, D
    SYNTHESIS-STUTTGART, 1989, (12): : 883 - 897
  • [30] Exploration of low-valent titanium isocyanides: Synthesis of the first titanium polyisocyanides.
    Allen, JM
    Ellis, JE
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2005, 229 : U977 - U977