Domino [3+2] cycloaddition/annulation reactions of β-(2-aminophenyl)-α,β-ynones with nitrile oxides:: Synthesis of isoxazolo[4,5-c]quinolines

被引：0
|
作者：
Abbiati, G
Arcadi, A
Marinelli, F
Rossi, E
机构：
[1] Univ Milan, Fac Farm, Ist Chim Organ Alessandro Marchesini, I-20133 Milan, Italy
[2] Univ Aquila, Fac Sci, Dipartimento Chim Ingn Chim & Mat, I-67100 Laquila, Italy
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2003年 / 2003卷 / 08期
关键词：
alkynes; cycloaddition; domino reactions; polycycles;
D O I：
暂无
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
beta-(2-Aminophenyl)-alpha,beta-ynones react with nitrile oxides by domino [3+2] cycloaddition/annulation reactions giving rise to isoxazolo[4,5-c]quinolines in satisfactory yields. ((C) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003).
引用
收藏
页码：1423 / 1427
页数：5
相关论文
共 50 条
  • [41] Calcium-Catalyzed Stereoselective Tandem [4+2] and [3+2] Annulation Reaction for the Synthesis of Dihydropyrrolo[1,2-a]quinolines
    Dada, Ravikrishna
    Sulthan, Mahesh
    Yaragorla, Srinivasarao
    ORGANIC LETTERS, 2020, 22 (01) : 279 - 283
  • [42] Synthesis of [1,3,4]Thiadiazolo[3′,2′:1,2]imidazo[4,5-c]quinolines including Pictet-Spengler Reaction and Exploration of Their C-2 Reactivity through SNAr
    Place, Matthieu
    Copin, Chloe
    Apotrosoaei, Maria
    Constantin, Sandra
    Vasincu, Ioana Mirela
    Profire, Lenuta
    Buron, Frederic
    Routier, Sylvain
    JOURNAL OF ORGANIC CHEMISTRY, 2017, 82 (24): : 13700 - 13707
  • [43] Solution-Phase Synthesis of a Diverse Library of Benzisoxazoles Utilizing the [3+2] Cycloaddition of in Situ-Generated Nitrile Oxides and Arynes
    Dubrovskiy, Anton V.
    Jain, Prashi
    Shi, Feng
    Lushington, Gerald H.
    Santini, Conrad
    Porubsky, Patrick
    Larock, Richard C.
    ACS COMBINATORIAL SCIENCE, 2013, 15 (04) : 193 - 201
  • [44] Synthesis of homoadamantano[4,5-e]-2H-azapines via cycloaddition of homoadamantano[4,5-c]cyclopentadienones with 1-azirines
    Eguchi, S
    Ishiura, K
    Okawa, T
    HETEROCYCLIC COMMUNICATIONS, 1996, 2 (06) : 499 - 505
  • [45] NITRILE OXIDE [3+2]-CYCLOADDITION - APPLICATION TO THE SYNTHESIS OF 6-SUBSTITUTED 3(2H)PYRIDAZINONES AND 6-SUBSTITUTED 4,5-DIHYDRO-4-HYDROXY-3(2H)-PYRIDAZINONES
    BARALDI, PG
    BIGONI, A
    CACCIARI, B
    CALDARI, C
    MANFREDINI, S
    SPALLUTO, G
    SYNTHESIS-STUTTGART, 1994, (11): : 1158 - 1162
  • [46] How Different Are Nitrile Oxides from Nitrones in zw-type [3+2] Cycloaddition Reactions? A Molecular Electron Density Theory Study
    Domingo, Luis R.
    Perez, Patricia
    JOURNAL OF ORGANIC CHEMISTRY, 2025,
  • [47] Synthesis and (3+2) cycloaddition reactions of N,Nʹ- and C,N-cyclic azomethine imines
    Nataliya P. Belskaya
    Vasiliy A. Bakulev
    Zhijin Fan
    Chemistry of Heterocyclic Compounds, 2016, 52 : 627 - 636
  • [48] 1,3-DIPOLAR CYCLOADDITION REACTIONS OF NITRILE OXIDES WITH 2',3'-DIDEHYDRO-2',3'-DIDEOXYTHYMIDINE (D4T)
    KIM, JN
    RYU, EK
    NO, Z
    LEE, IY
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1992, 2 (04) : 323 - 324
  • [49] [3+2] cycloaddition reactions in the synthesis of triazolo[4,5-b]pyridin-5-ones and pyrrolo[3,4-b]pyridin-2-ones
    Gao, Yongnian
    Lam, Yulin
    JOURNAL OF COMBINATORIAL CHEMISTRY, 2008, 10 (02): : 327 - 332
  • [50] Theoretical investigation of the regio-, enantio-, and stereo-selectivities of the (3+2) cycloaddition reactions of N-vinylindoles with nitrones and nitrile oxides
    Samba, Wisdom Kwaku
    Amoah, Anthony
    Tia, Richard
    Adei, Evans
    THEORETICAL CHEMISTRY ACCOUNTS, 2021, 140 (11)
12345