Selective synthesis of oxygen-containing heterocycles via tandem reactions of 1,2-allenic ketones with ethyl 4-chloroacetoacetate

被引:9
作者
Wang, Qiang [1 ,2 ]
Xu, Zhouqing [2 ]
Fan, Xuesen [1 ]
机构
[1] Henan Normal Univ, Henan Key Lab Environm Pollut Control, Minist Educ, Sch Chem & Chem Engn,Key Lab Green Chem Media & R, Xinxiang 453007, Henan, Peoples R China
[2] Henan Polytech Univ, Sch Phys Chem, Jiaozuo 454003, Henan, Peoples R China
基金
中国国家自然科学基金;
关键词
RING-EXPANSION; CATALYZED CYCLOISOMERIZATION; EFFICIENT SYNTHESIS; CONSTITUENTS; ALKYLATION; CHEMISTRY; OXIDATION; INSIGHTS; PLANTS;
D O I
10.1039/c3ra23432k
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
By tuning the reaction conditions and the substitution patterns of substrates, the selective synthesis of oxepin-3(2H)-ones, benzo[d][1,3]dioxoles, or furan-3(2H)-ones starting from readily available acyclic substrates under mild conditions has been established.
引用
收藏
页码:4156 / 4160
页数:5
相关论文
共 53 条
  • [1] Cross-Coupling/Cyclization Reactions of Two Different Allenic Moieties
    Alcaide, Benito
    Almendros, Pedro
    del Campo, Teresa Martinez
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2010, 16 (20) : 5836 - 5842
  • [2] Benzodioxoles:: Novel cannabinoid-1 receptor inverse Agonists for the treatment of obesity
    Alig, Leo
    Alsenz, Jochern
    Andjelkovic, Mirjana
    Bendels, Stefanie
    Bernardeau, Agnes
    Bleicher, Konrad
    Bourson, Anne
    David-Pierson, Pascale
    Guba, Wolfgang
    Hildbrand, Stefan
    Kube, Dagmar
    Luebbers, Thomas
    Mayweg, Alexander V.
    Narquizian, Robert
    Neidhart, Werner
    Nettekoven, Matthias
    Plancher, Jean-Marc
    Rocha, Cynthia
    Rogers-Evans, Mark
    Roever, Stephan
    Schneider, Gisbert
    Taylor, Sven
    Waldineier, Pius
    [J]. JOURNAL OF MEDICINAL CHEMISTRY, 2008, 51 (07) : 2115 - 2127
  • [3] Unusual transformation of the diarylmethanol derivative into an unknown 1,2,3,6,7,10-hexahydroxylated anthracene system
    Balczewski, P
    Koprowski, M
    Bodzioch, A
    Marciniak, B
    Rózycka-Sokolowska, E
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2006, 71 (07) : 2899 - 2902
  • [4] ALKYLATION OF ETHYL 4,4,4-TRIFLUOROACETOACETATE - 1ST EXAMPLE OF A REVERSIBLE O-ALKYLATION PROCESS LEADING TO C-ALKYLATION
    BEGUE, JP
    CHARPENTIERMORIZE, M
    NEE, G
    [J]. JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1989, (02) : 83 - 84
  • [5] Synthesis of 2,2-functionalized benzo[1,3]dioxoles
    Boshta, Nader M.
    Bomkamp, Martin
    Waldvogel, Siegfried R.
    [J]. TETRAHEDRON, 2009, 65 (18) : 3773 - 3779
  • [6] Ring-closing metathesis and palladium-catalyzed formate reduction to 3-methyleneoxepanes. Formal synthesis of (-)-zoapatanol
    Cheng, Hsiu-Yi
    Lin, Yu-Shiang
    Sun, Chong-Si
    Shih, Ting-Wen
    Tsai, Hui-Hsu Gavin
    Hou, Duen-Ren
    [J]. TETRAHEDRON, 2012, 68 (02) : 747 - 753
  • [7] Improved total synthesis of (±)-trans-dihydronarciclasine, devised for large-scale preparation
    Cho, Young-Suk
    Cho, Cheon-Gyu
    [J]. TETRAHEDRON, 2008, 64 (09) : 2172 - 2177
  • [8] SYNTHESIS OF OXEPINS VIA THE COPE REARRANGEMENT OF CIS-2,3-DIVINYL EPOXIDES
    CLARK, DL
    CHOU, WN
    WHITE, JB
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 1990, 55 (13) : 3975 - 3977
  • [9] Clarke HT, 1923, ORG SYNTH, V3, P21
  • [10] Dakin H.D., 1909, American Chemical Journal, V42, P477