Functionalization of 1,3-Butadiene Derivatives under Photo/Electrocatalysis

被引:2
作者
Huang, Yinghui [1 ]
Shen, Linhui [1 ]
Ma, Chunhua [1 ]
Jiang, Yuqin [1 ]
Yu, Bing [2 ]
机构
[1] Henan Normal Univ, Collaborat Innovat Ctr Henan Prov Green Mfg Fine, Key Lab Green Chem Media & React,Sch Chem & Chem, Henan Engn Lab Chem Pharmaceut & Biomed Mat,Minis, Xinxiang 453007, Peoples R China
[2] Zhengzhou Univ, Coll Chem, Zhengzhou 450001, Peoples R China
基金
中国国家自然科学基金;
关键词
1,3-butadiene; Functionalization; Photochemical; Electrochemical; Selectivity; 1,3-DIENES; CROTYLATION; ALLYLATION; BUTADIENE; ALDEHYDES; CATALYSTS;
D O I
10.1002/ejoc.202400403
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
In recent years, the functionalization of 1,3-butadiene has become an attractive strategy for constructing allyl compounds with molecular and structural complexity, and the current research focuses on synthetic chemistry and organic synthesis. Compared with the traditional synthesis method, the synthesis methods promoted by photochemistry or electrochemistry represent an environmentally friendly and mild strategy. In this review, the functionalization reactions of 1,3-butadiene under photochemical/electrochemical processes in recent years are reviewed according to the classification of functionalization systems, with particular emphasis on the corresponding reaction mechanism, which lays a foundation for further exploration of new catalytic methods. The visible-light-induced or electrochemically catalytic functionalization of 1,3-butadiene to construct diverse allyl compounds with valuable groups was reviewed. Through direct 1,4-, 1,2-, or 2-functionalization, a lot of functional groups, such as alkyl groups, nucleophilic reagents, phosphoryl groups, aryl groups, or alkyl alcohol, were introduced in mild, green, and atom-economy conditions. image
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页数:16
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共 89 条
  • [1] Chiral 1,1-diaryl compounds as important pharmacophores
    Ameen, Dana
    Snape, Timothy J.
    [J]. MEDCHEMCOMM, 2013, 4 (06) : 893 - 907
  • [2] BACKVALL JE, 1985, J AM CHEM SOC, V107, P3676
  • [3] Three-component three-bond forming cascade via palladium photoredox catalysis
    Bellotti, Peter
    Koy, Maximilian
    Gutheil, Christian
    Heuvel, Steffen
    Glorius, Frank
    [J]. CHEMICAL SCIENCE, 2021, 12 (05) : 1810 - 1817
  • [4] Nickel-Catalysed Hydroalkoxylation Reaction of 1,3-Butadiene: Ligand Controlled Selectivity for the Efficient and Atom-Economical Synthesis of Alkylbutenyl Ethers
    Bigot, Sandra
    Ibn El Alami, Mohammed Samir
    Mifleur, Alexis
    Castanet, Yves
    Suisse, Isabelle
    Mortreux, Andre
    Sauthier, Mathieu
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2013, 19 (30) : 9785 - 9788
  • [5] 1,4-Aminoarylation of Butadienes via Photoinduced Palladium Catalysis
    Cai, Yuan
    Gaurav, Gaurav
    Ritter, Tobias
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2024, 63 (14)
  • [6] Electrocatalytic three-component synthesis of 4-halopyrazoles with sodium halide as the halogen source
    Chen, Jin-Yang
    Li, Hong-Xia
    Mu, Si-Yu
    Song, Hai-Yang
    Wu, Zhi-Lin
    Yang, Tian-Bao
    Jiang, Jun
    He, Wei-Min
    [J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2022, 20 (43) : 8501 - 8505
  • [7] Synthesis of Homoallylic Amines by Radical Allylation of Imines with Butadiene under Photoredox Catalysis
    Chen, Yuqing
    Yan, Huaipu
    Liao, Qian
    Zhang, Dandan
    Lin, Shuangjie
    Hao, Erjun
    Murtaza, Rukhsana
    Li, Chenchen
    Wu, Chao
    Duan, Chunying
    Shi, Lei
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2022, 61 (29)
  • [8] 1,3-butadiene and leukemia among synthetic rubber industry workers: Exposure-response relationships
    Cheng, Hong
    Sathiakumar, Nalini
    Graff, John
    Matthews, Robert
    Delzell, Elizabeth
    [J]. CHEMICO-BIOLOGICAL INTERACTIONS, 2007, 166 (1-3) : 15 - 24
  • [9] Development of palladium-carbene catalysts for telomerization and dimerization of 1,3-dienes: From basic research to industrial applications
    Clement, Nicolas D.
    Routaboul, Lucie
    Grotevendt, Anne
    Jackstell, Ralf
    Beller, Matthias
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2008, 14 (25) : 7408 - 7420
  • [10] Asymmetric Diels-Alder reactions catalyzed by a triflic acid activated chiral oxazaborolidine
    Corey, EJ
    Shibata, T
    Lee, TW
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2002, 124 (15) : 3808 - 3809