Synthesis of Imidazo[1,2-c]quinazolin-5(6H)-ones and Benzimidazo[1,2-c]quinazolin-6(5H)-ones with the Aid of Low-Valent Titanium Reagent

被引:15
作者
Zhao, Xuan [1 ]
Shi, Da-Qing [1 ]
机构
[1] Soochow Univ, Coll Chem Chem Engn & Mat Sci, Key Lab Organ Synth Jiangsu Prov, Suzhou 215123, Peoples R China
关键词
COUPLING REACTIONS; DERIVATIVES; QUINAZOLINES; CYCLIZATIONS;
D O I
10.1002/jhet.353
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A short and facile synthesis of imidazo[1,2-c]quinazolin-5(6H)-ones and benzimidazo[1,2-c]quinazolin-6(5H)-ones was accomplished in good yields via the novel reductive cyclization of 2-(2-nitrophenyl)-imidazoles or 2-(2-nitrophenyl)benzoimidazoles with isocyanates promoted by low-valent titanium reagent.
引用
收藏
页码:524 / 527
页数:4
相关论文
共 50 条
  • [41] Synthesis of Some Novel Heteroannulated Pyrano[3,2-c]quinoline-2,5(6H)-diones
    Hassanin, Hany Mohamed
    Abdel-Kader, Dalia
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2018, 55 (07) : 1685 - 1694
  • [42] Microwave-Assisted Regioselective Synthesis of Variously Functionalized [1,2,4]triazolo [3,4-b]quinazolin-5(1H)-ones
    Said, Awad, I
    Haukka, Matti
    Fulop, Ferenc
    CURRENT ORGANIC CHEMISTRY, 2020, 24 (16) : 1892 - 1896
  • [43] Synthesis, Antibacterial and Anticancer Activity of 1,2-Substituted 2,3-Dihydro-1H-Benzo[4,5]Imidazo[1,2-c][1,3,2]Diazaphosphol-1-Oxides
    Sankar, V.
    Cheeran, Vinnie
    Ganesh, M. R.
    Sivakumar, B.
    PHARMACEUTICAL CHEMISTRY JOURNAL, 2020, 54 (08) : 827 - 833
  • [44] Silver-Mediated [2+2+1] Cyclization of ortho-Propioloylbenzonitriles with Elemental Selenium: Synthesis of 4H-indeno[1,2-c][1,2]selenazol-4-ones
    Fei, Nana
    Wang, Ye
    Gu, Yingge
    Wang, Zongkang
    Zhu, Yilin
    Li, Yanzhong
    JOURNAL OF ORGANIC CHEMISTRY, 2023, 88 (18) : 13042 - 13048
  • [45] The PIFA-initiated oxidative cyclization of 2-(3-butenyl)quina- zolin-4(3H)-ones - an efficient approach to 1-(hydroxymethyl)-2,3-dihydropyrrolo[1,2-a]quinazolin-5(1H)-ones
    Vaskevych, Alla I.
    Savinchuk, Nataliia O.
    Vaskevych, Ruslan I.
    Rusanov, Eduard B.
    Grygorenko, Oleksandr O.
    Vovk, Mykhailo V.
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2021, 17 : 2787 - 2794
  • [46] A Direct and an Efficient Regioselective Synthesis of 1,2-Benzothiazine 1,1-dioxides, β-Carbolinones, Indolo[2,3-c]pyran-1-ones, Indolo[3,2-c]pyran-1-ones, Thieno[2,3-c]pyran-7-ones and Pyrano[3',4':4,5]imidazo[1,2-a]pyridin-1-ones via Tandem Stille/Heterocyclization Reaction
    Jismy, Badr
    Cherry, Khalil
    Maaliki, Carine
    Ngi, Samuel Inack
    Abarbri, Mohamed
    MOLECULES, 2020, 25 (21):
  • [47] FeCl3-Catalyzed Synthesis of 6-Thioxo- hexahydroindeno[1',2':4,5]imidazo[1,5-a]pyridin-12(6H)-ones via an Interesting [1,2] Oxygen Shift Pathway
    Basu, Soumyadip
    Rana, Soumitra
    Saha, Pinaki
    Ghosh, Prasanta
    Mukhopadhyay, Chhanda
    JOURNAL OF ORGANIC CHEMISTRY, 2022, 87 (15) : 9755 - 9763
  • [48] Selenium-Catalyzed Oxidative C-H Amination of (E)-3-(Arylamino)-2-styrylquinazolin-4(3H)-ones: A Metal-Free Synthesis of 1,2-Diarylpyrazolo[5,1-b]quinazolin-9(1H)-ones
    Zhang, Yetong
    Shao, Yinlin
    Gong, Julin
    Zhu, Jianghe
    Cheng, Tianxing
    Chen, Jiuxi
    JOURNAL OF ORGANIC CHEMISTRY, 2019, 84 (05) : 2798 - 2807
  • [49] Synthesis, Characterization and Cytotoxicity Evaluation of New Compounds from Oxazol-5(4H)-Ones and 1,2,4-Triazin-6(5H)-Ones Classes
    Rosca, Elena Valentina
    Apostol, Theodora Venera
    Draghici, Constantin
    Olaru, Octavian Tudorel
    Socea, Laura Ileana
    Iscrulescu, Lucian
    Saramet, Gabriel
    Barbuceanu, Florica
    Pahontu, Elena Mihaela
    Baraitareanu, Stelian
    Barbuceanu, Stefania Felicia
    REVISTA DE CHIMIE, 2019, 70 (11): : 3769 - 3774
  • [50] Synthesis of Indeno[1′,2′:4,5]imidazo[1,2-a]pyridin-11-ones and Chromeno[4′,3′:4,5]imidazo[1,2-a]pyridin-6-ones through Palladium-Catalyzed Cascade Reactions of 2-(2-Bromophenyl)imidazo[1,2-a]pyridines
    Zhang, Ju
    Zhang, Xinying
    Fan, Xuesen
    JOURNAL OF ORGANIC CHEMISTRY, 2016, 81 (08) : 3206 - 3213