Functionalization of Cubane Formation of C-C and C-Heteroatom Bonds

被引:2
|
作者
Yasukawa, Tomohiro [1 ]
Haheim, Katja S. [1 ]
Cossy, Janine [1 ]
机构
[1] ESPCI Paris PSL, Mol Macromol Chem & Mat, CNRS, F-75005 Paris, France
关键词
cubane; cross-coupling; photoredox; transition metals; radicals; ALKYL; CHEMISTRY; CUBYL; CARBOXYLATION; HYDROCARBONS; GENERATION; MOLECULES; ESTERS; CUBENE;
D O I
10.1002/hlca.202300200
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Functionalized cubanes are attractive scaffolds for medicinal chemists as they are bioisosteres of benzene rings. The replacement of a benzene ring by a cubane, in a bioactive compound, can have a beneficial effect on the biological activity of such compound. Thus, the design of new molecular cubyl building blocks is of importance. In this review, we will focus on the functionalization of cubanes by creating C-C, C-heteroatom bonds e. g. C-N, C-O, C-B, C-P and C-S bonds. Different methods are reported involving organometallics, radicals, and ionic species. Mechanisms are included when relevant. + image
引用
收藏
页数:25
相关论文
共 50 条
  • [31] Palladium colloid stabilized by block copolymer micelles as an efficient catalyst for reactions of C-C and C-heteroatom bond formation
    Beletskaya, IP
    Kashin, AN
    Litvinov, AE
    Tyurin, VS
    Valetsky, PM
    van Koten, G
    ORGANOMETALLICS, 2006, 25 (01) : 154 - 158
  • [32] Enantioselective C-C and C-heteroatom bond forming reactions using chiral ferrocene catalysts
    Drusan, Michal
    Sebesta, Radovan
    TETRAHEDRON, 2014, 70 (04) : 759 - 786
  • [33] C-C and C-X Couplings in Organic Synthesis Part 2. C-Heteroatom Couplings
    Luque, Rafael
    CURRENT ORGANIC SYNTHESIS, 2011, 8 (01) : 1 - 1
  • [34] Microwave-assisted C-C and C-Heteroatom Bond Formations in an Aque-ous Medium
    Mitra, Bijeta
    Ghosh, Pranab
    CURRENT MICROWAVE CHEMISTRY, 2021, 8 (02) : 128 - 136
  • [35] The development of palladium catalysts for C-C and C-heteroatom bond forming reactions of aryl chloride substrates
    Bedford, RB
    Cazin, CSJ
    Holder, D
    COORDINATION CHEMISTRY REVIEWS, 2004, 248 (21-24) : 2283 - 2321
  • [36] Heterocycle Construction via Transition Metal-Catalyzed C-H Functionalization and C-Heteroatom Bond Formation
    Liu, Yajun
    Kim, Jihye
    Chae, Junghyun
    CURRENT ORGANIC CHEMISTRY, 2014, 18 (16) : 2049 - 2071
  • [37] Palladium-Catalyzed C-C Bonds Formation Reactions via Selective C-H Bonds Functionalization
    Li Hu
    Shi Zhangjie
    PROGRESS IN CHEMISTRY, 2010, 22 (07) : 1414 - 1433
  • [38] The Role of Catalysts in Functionalization of C-H and C-C Bonds
    Mostafa, Mohamed Mokhtar M.
    Saleh, Tamer Said S.
    Ahmed, Nerseen Said I.
    CATALYSTS, 2023, 13 (02)
  • [39] Triply Selective & Sequential Diversification at Csp3: Expansion of Alkyl Germane Reactivity for C-C & C-Heteroatom Bond Formation
    Ahrweiler, Eric
    Schoetz, Markus D.
    Singh, Gurdeep
    Bindschaedler, Quentin P.
    Sorroche, Alba
    Schoenebeck, Franziska
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2024, 63 (16)
  • [40] C-Heteroatom Bond Formation via a Highly C2-Site Selective Functionalization of Quinone Imine Ketals
    Nong, Xingxiu
    Li, Linxia
    Zhou, Mengting
    Liu, Teng
    CHEMISTRYSELECT, 2023, 8 (32):