New synthesis of quinolines from lithiated allenes and isothiocyanates

被引:11
|
作者
Brandsma, L
Nedolya, NA
deLang, RJ
Trofimov, BA
机构
[1] RUSSIAN ACAD SCI,IRKUTSK INST ORGAN CHEM,IRKUTSK 664033,RUSSIA
[2] UNIV UTRECHT,DEPT PREPARAT ORGAN CHEM,NL-3584 CH UTRECHT,NETHERLANDS
关键词
phenyl isothiocyanate; allenes; butyllithium; lithiation; alkylation; azatrienes; quinolines;
D O I
10.1007/BF01430667
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A new route was proposed for the synthesis of quinolines based on the reaction of lithiated allenes with phenyl isothiocyanate.
引用
收藏
页码:2873 / 2874
页数:2
相关论文
共 50 条
  • [1] Synthesis of 2,3-dihydropyridines, cyclobutanopyrrolines and quinolines from lithiated allenes and isothiocyanates
    Brandsma, L
    Nedolya, NA
    Verkruijsse, HD
    Owen, NL
    Li, D
    Trofimov, BA
    TETRAHEDRON LETTERS, 1997, 38 (39) : 6905 - 6908
  • [2] Unconventional synthesis of pyridines with rare O- and S-functionality from lithiated allenes and isothiocyanates
    Nedolya, NA
    Brandsma, L
    Shlyakhtina, NI
    Fedorov, SV
    Klyba, LV
    RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2002, 38 (06) : 917 - 918
  • [3] Unconventional Synthesis of Pyridines with Rare O- and S-Functionality from Lithiated Allenes and Isothiocyanates
    N. A. Nedolya
    L. Brandsma
    N. I. Shlyakhtina
    Russian Journal of Organic Chemistry, 2002, 38 : 917 - 918
  • [4] One-Pot Synthesis of 2-(Alkylsulfanyl)quinolines from Aryl Isothiocyanates and Allenes or Alkynes
    Nedolya, Nina A.
    Tarasova, Ol'ga A.
    Artem'ev, Alexander V.
    Albanov, Alexander I.
    Bagryanskaya, Irina Yu.
    Trofimov, Boris A.
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2024, 27 (13)
  • [5] Reactions of isothiocyanate with organometal reagents IV. New direction of lithiated alkoxythioallenes and alkylthioallenes reaction with isothiocyanates: Synthesis of pyrroles and quinolines
    Brandsma, L
    Nedolya, NA
    Tarasova, OA
    Klyba, LV
    Sinegovskaya, LM
    Trofimov, BA
    ZHURNAL ORGANICHESKOI KHIMII, 1999, 35 (06): : 953 - 956
  • [6] Example of the synthesis of quinolines by the reaction of lithiated allenes with phenyl isothiocyanate: 2-Methylthio-4-cyclohexylquinoline
    Brandsma L.
    Nedolya N.A.
    De Lang R.-J.
    Trofimov B.A.
    Chemistry of Heterocyclic Compounds, 1997, 33 (4) : 491 - 492
  • [8] New reactions of allenes, alkynes, ynamides, enynones and isothiocyanates
    Swamy, K. C. Kumara
    Gangadhararao, G.
    Anitha, Mandala
    Sivakumari, A. Leela
    Reddy, Alla Siva
    Kalyani, Adula
    Allu, Srinivasarao
    JOURNAL OF CHEMICAL SCIENCES, 2018, 130 (07)
  • [9] New reactions of allenes, alkynes, ynamides, enynones and isothiocyanates
    K C Kumara Swamy
    G Gangadhararao
    Mandala Anitha
    A Leela Sivakumari
    Alla Siva Reddy
    Adula Kalyani
    Srinivasarao Allu
    Journal of Chemical Sciences, 2018, 130
  • [10] NEW AND CONVENIENT SYNTHESIS OF LITHIATED ALLENES AND KETENIMINES BASED ON READILY AVAILABLE ARYL-SUBSTITUTED KETONES AND AMIDES
    SEYFERTH, D
    LANGER, P
    DORING, M
    ORGANOMETALLICS, 1995, 14 (10) : 4457 - 4459