Recent Advances in the Functionalization of Azulene Through Pd-Catalyzed Cross-Coupling Reactions

被引:11
|
作者
Elwahy, Ahmed H. M. [1 ]
Abdelhamid, Ismail A. [1 ]
Shaaban, Mohamed R. [1 ,2 ]
机构
[1] Cairo Univ, Fac Sci, Chem Dept, Giza, Egypt
[2] Umm Al Qura Univ, Fac Appl Sci, Chem Dept, Makkah El Mukarramah, Saudi Arabia
来源
CHEMISTRYSELECT | 2021年 / 6卷 / 47期
关键词
Pd-catalyzed C-H activation; Suzuki-Miyaura reaction; Stille-Migita reaction; Negishi reaction; Heck reaction; Sonogashira reaction; azulene; HOLE-INJECTING MATERIAL; 1ST ORGANOTIN REAGENTS; 2+2 CYCLOADDITION; DIRECT ARYLATION; REDOX BEHAVIOR; N,N,N',N'-TETRASUBSTITUTED 1,3-BIS(4-AMINOPHENYL)AZULENES; 2-SUBSTITUTED AZULENES; SUBSTITUTION-REACTIONS; CONJUGATED OLIGOMERS; ORGANIC CHROMOPHORES;
D O I
10.1002/slct.202103357
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Azulene derivatives have important physical and physicochemical features, as well as advantageous biological qualities. The metal-catalyzed processes have proven to be a highly practical method for azulene functionalization. The development in the synthesis of azulene derivatives, including (aryl)heteroaryl-substituted and hetero-fused azulene derivatives, through Pd-catalyzed coupling techniques over the previous two decades is discussed in this research. Alkyl-, alkenyl-, and alkynylazulenes synthesized via Pd-catalyzed cross-coupling processes are also included.
引用
收藏
页码:13664 / 13723
页数:60
相关论文
共 50 条
  • [1] Recent Advances in Pd-Catalyzed Cross-Coupling Reaction in Ionic Liquids
    Li, Jianxiao
    Yang, Shaorong
    Wu, Wanqing
    Jiang, Huanfeng
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2018, 2018 (11) : 1284 - 1306
  • [2] Recent Advances in Pd-Catalyzed Suzuki-Miyaura Cross-Coupling Reactions with Triflates or Nonaflates
    Degli Innocenti, Maria
    Schreiner, Till
    Breinbauer, Rolf
    [J]. ADVANCED SYNTHESIS & CATALYSIS, 2023, 365 (23) : 4086 - 4120
  • [3] Pd-catalyzed cross-coupling reactions of alkyl halides
    Kambe, Nobuaki
    Iwasaki, Takanori
    Terao, Jun
    [J]. CHEMICAL SOCIETY REVIEWS, 2011, 40 (10) : 4937 - 4947
  • [4] Organogermanes in PD-catalyzed cross-coupling reactions.
    Wang, ZZ
    Garcia, PI
    Gonzalez, A
    Wnuk, SF
    [J]. ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2005, 229 : U528 - U528
  • [5] Tetraorganoindates as nucleophilic coupling partners in Pd-catalyzed cross-coupling reactions
    Lee, PH
    Lee, SW
    Seomoon, D
    [J]. ORGANIC LETTERS, 2003, 5 (26) : 4963 - 4966
  • [6] Synthesis and Functionalization of Allenes by Direct Pd-Catalyzed Organolithium Cross-Coupling
    Mateos-Gil, Jaime
    Mondal, Anirban
    Castineira Reis, Marta
    Feringa, Ben L.
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2020, 59 (20) : 7823 - 7829
  • [7] Pd-Catalyzed Cross-Coupling Reactions of Amides and Aryl Mesylates
    Dooleweerdt, Karin
    Fors, Brett P.
    Buchwald, Stephen L.
    [J]. ORGANIC LETTERS, 2010, 12 (10) : 2350 - 2353
  • [8] A genealogy of Pd-catalyzed cross-coupling
    Negishi, E
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2002, 653 (1-2) : 34 - 40
  • [9] Sequential and iterative Pd-catalyzed cross-coupling reactions in organic synthesis
    Dobrounig, Patrick
    Trobe, Melanie
    Breinbauer, Rolf
    [J]. MONATSHEFTE FUR CHEMIE, 2017, 148 (01): : 3 - 35
  • [10] Enol tosylates as viable partners in Pd-catalyzed cross-coupling reactions
    Steinhuebel, D
    Baxter, JM
    Palucki, M
    Davies, IW
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (24): : 10124 - 10127