A novel rearrangement of arylvinylidenecyclopropanes to naphthalene derivatives catalyzed by Lewis acids or Bronsted acids

被引:43
|
作者
Xu, GC
Ma, M
Liu, LP
Shi, M
机构
[1] E China Univ Sci & Technol, Sch Chem & Pharmaceut, Shanghai 200237, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R China
关键词
arylvinylidenecyclopropanes; Lewis acids; Bronsted acids; naphthalene derivatives; rearrangement;
D O I
10.1055/s-2005-871565
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Arylvinylidenecyclopropanes undergo a novel rearrangement in the presence of Lewis acids or Bronsted acids to give the corresponding naphthalene derivatives in good to high yields under mild conditions.
引用
收藏
页码:1869 / 1872
页数:4
相关论文
共 50 条
  • [1] The Acceleration of the Rearrangement of -Hydroxy Aldimines by Lewis or BrOnsted Acids
    Zhang, Xin
    Dai, Yijing
    Wulff, William D.
    [J]. SYNLETT, 2018, 29 (15) : 2015 - 2018
  • [2] Rearrangement of Epoxide Derivatives Semisynthesized from β-Himachalene using Lewis and Bronsted Acids Catalysis
    Mohamed Dakir
    Mustapha Ait Elhad
    Abdelouahd Oukhrib
    Noureddine Mazoir
    Ahmed Benharref
    [J]. Chemistry of Natural Compounds, 2020, 56 : 663 - 669
  • [3] REARRANGEMENT OF EPOXIDE DERIVATIVES SEMISYNTHESIZED FROM β-HIMACHALENE USING LEWIS AND BRONSTED ACIDS CATALYSIS
    Dakir, Mohamed
    Elhad, Mustapha Ait
    Oukhrib, Abdelouahd
    Mazoir, Noureddine
    Benharref, Ahmed
    [J]. CHEMISTRY OF NATURAL COMPOUNDS, 2020, 56 (04) : 663 - 669
  • [4] Diels-Alder and dehydration reactions of furan derivatives with ethylene catalyzed by liquid Bronsted acids and Lewis acids
    Song, Song
    Wu, Guangjun
    Dai, Weili
    Guan, Naijia
    Li, Landong
    [J]. JOURNAL OF MOLECULAR CATALYSIS A-CHEMICAL, 2016, 420 : 134 - 141
  • [5] Intramolecular Hydroamination of Conjugated Dienes Catalyzed by Lewis and Bronsted Acids
    Baeza, Alejandro
    Najera, Carmen
    [J]. SYNLETT, 2011, (05) : 631 - 634
  • [6] Asymmetric rearrangement of racemic epoxides catalyzed by chiral Bronsted acids
    Zhuang, Minyang
    Du, Haifeng
    [J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2013, 11 (09) : 1460 - 1462
  • [7] BRONSTED RELATION + LEWIS ACIDS
    SATCHELL, RS
    SATCHELL, DP
    [J]. PROCEEDINGS OF THE CHEMICAL SOCIETY OF LONDON, 1964, (NOV): : 362 - &
  • [8] Lewis acid-catalyzed rearrangement of multi-substituted arylvinylidenecyclopropanes
    Xu, GC
    Liu, LP
    Lu, JM
    Shi, M
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2005, 127 (42) : 14552 - 14553
  • [9] Enantioselective Nazarov cyclization of indole enones cooperatively catalyzed by Lewis acids and chiral Bronsted acids
    Wang, Guo-Peng
    Chen, Meng-Qing
    Zhu, Shou-Fei
    Zhou, Qi-Lin
    [J]. CHEMICAL SCIENCE, 2017, 8 (10) : 7197 - 7202
  • [10] Are strong Bronsted acids necessarily strong Lewis acids?
    Gupta, K.
    Roy, D. R.
    Subramanian, V.
    Chattaraj, P. K.
    [J]. JOURNAL OF MOLECULAR STRUCTURE-THEOCHEM, 2007, 812 (1-3): : 13 - 24