Recent Progress in the Synthesis of Dendralenes: A Decade Update

被引:5
|
作者
Zhu, Jie [1 ]
Yang, Wenchao [2 ]
Zhang, Chengyun [1 ]
Wu, Lei [1 ]
机构
[1] Nanjing Agr Univ, Jiangsu Key Lab Pesticide Sci, Dept Chem, Coll Sci, Nanjing 210095, Peoples R China
[2] Yangzhou Univ, Coll Hort & Plant Protect, Yangzhou 225009, Jiangsu, Peoples R China
关键词
dendralenes; conjugated polyenes; cumulenes; coupling; cyclization; derivate; OXIDATIVE ARYLATING CARBOCYCLIZATION; CROSS-COUPLING REACTIONS; C-H ACTIVATION; CYCLIZATION REACTIONS; PRACTICAL SYNTHESIS; CATALYZED REACTIONS; PYROLYSIS; ALLENES; ESTERS; CONSTRUCTION;
D O I
10.6023/cjoc202008024
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Dendralenes, also known as acyclic, branched and cross-conjugated polyenes, represent an important class of hydrocarbons. Serving as basic motifs for a number of natural products and photolectric materials as well as key intermediates in the rapid synthesis of polycyclic compounds, dendralenes have recently played a prominent part in the area of material chemistry, polymer chemistry, synthetic chemistry and so on. The study on dendralenes has long been neglected but received renewed attention and witnessed rapid development in recent years. The advanced syntheses of dendralenes in the last decade are summarized and organized in order of the number of conjugated units. The synthetic design and mechanism are highlighted in this review with their future development on synthesis and application proposed as well.
引用
收藏
页码:1081 / 1097
页数:17
相关论文
共 84 条
  • [41] Reactions of electron-deficient alkynes and allenes under phosphine catalysis
    Lu, XY
    Zhang, CM
    Xu, ZR
    [J]. ACCOUNTS OF CHEMICAL RESEARCH, 2001, 34 (07) : 535 - 544
  • [42] Some typical advances in the synthetic applications of allenes
    Ma, SM
    [J]. CHEMICAL REVIEWS, 2005, 105 (07) : 2829 - 2871
  • [43] Palladium-Catalyzed Coupling of Allenylphosphine Oxides with N-Tosylhydrazones toward Phosphinyl [3]Dendralenes
    Mao, Mao
    Zhang, Ling
    Chen, Yao-Zhong
    Zhu, Jie
    Wu, Lei
    [J]. ACS CATALYSIS, 2017, 7 (01): : 181 - 185
  • [44] SMALL RINGS .37. DIAGONAL INTERACTION IN THE 4-MEMBERED RING - EXPERIMENTAL DEMONSTRATION OF A DOMINATING CIRCUMANNULAR CONJUGATION - "5,6-DIMETHYLENEBICYCLO[2.1.1]HEXANE
    MARTIN, HD
    ECKERTMAKSIC, M
    MAYER, B
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION IN ENGLISH, 1980, 19 (10): : 807 - 809
  • [45] Chiral dendralenes for rapid access to enantiomerically pure polycycles
    Miller, Natalie A.
    Willis, Anthony C.
    Paddon-Row, Michael N.
    Sherburn, Michael S.
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2007, 46 (06) : 937 - 940
  • [46] PALLADIUM-CATALYZED CROSS-COUPLING REACTIONS OF ORGANOBORON COMPOUNDS
    MIYAURA, N
    SUZUKI, A
    [J]. CHEMICAL REVIEWS, 1995, 95 (07) : 2457 - 2483
  • [47] C-H Activation for the Construction of C-B Bonds
    Mkhalid, Ibraheem A. I.
    Barnard, Jonathan H.
    Marder, Todd B.
    Murphy, Jaclyn M.
    Hartwig, John F.
    [J]. CHEMICAL REVIEWS, 2010, 110 (02) : 890 - 931
  • [48] [3]Dendralenes: Synthesis, Reactivity Studies and Employment in Diversity-Oriented Synthesis of Complex Polycyclic Scaffolds
    Naidu, Gonna Somu
    Singh, Rekha
    Ghosh, Sunil K.
    [J]. SYNLETT, 2018, 29 (03) : 282 - 295
  • [49] Synthesis of highly functionalized [3]dendralenes and their Diels-Alder reactions displaying unexpected regioselectivity
    Naidu, Gonna Somu
    Singh, Rekha
    Kumar, Mukesh
    Ghosh, Sunil K.
    [J]. RSC ADVANCES, 2016, 6 (43): : 37136 - 37148
  • [50] Selective Cascade Reaction of Bisallenes via Palladium-Catalyzed Aerobic Oxidative Carbocyclization-Borylation and Aldehyde Trapping
    Naidu, Veluru Ramesh
    Posevins, Daniels
    Volla, Chandra M. R.
    Backvall, Jan-E.
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2017, 56 (06) : 1590 - 1594