Palladium-Catalyzed Regioselective C-2 Arylation of Benzofurans with N-Acyl Arylhydrazines

被引:14
|
作者
Cao, Jun [1 ,3 ]
Chen, Zi-Li [2 ]
Li, Shu-Min [3 ]
Zhu, Gao-Feng [3 ]
Yang, Yuan-Yong [3 ]
Wang, Cong [3 ]
Chen, Wen-Zhang [4 ]
Wang, Jian-Ta [3 ]
Zhang, Ji-Quan [1 ,3 ,4 ]
Tang, Lei [1 ,4 ]
机构
[1] Guizhou Med Univ, State Key Lab Funct & Applicat Med Plants, Guiyang 550014, Peoples R China
[2] Guizhou Med Univ, Affiliated Hosp, Guiyang 550004, Peoples R China
[3] Guizhou Med Univ, Coll Pharm, Guiyang 550025, Peoples R China
[4] Guizhou Med Univ, Guizhou Prov Engn Technol Res Ctr Chem Drug R&D, Guiyang 550004, Peoples R China
关键词
Arylation; Palladium; Benzofurans; Arylhydrazines; Regioselectivity; C-H FUNCTIONALIZATION; BOND FORMATION; DERIVATIVES; INHIBITORS; COMPLEX; OLEFINS; MILD; LEAD;
D O I
10.1002/ejoc.201800374
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A novel ligand-free palladium-catalyzed C-2 arylation of benzofurans has been developed using N-acyl arylhydrazines as the coupling partners and TEMPO as an oxidant. This protocol features a wide functional-group tolerance and highly regioselective products with good to excellent yields.
引用
收藏
页码:2774 / 2779
页数:6
相关论文
共 50 条
  • [31] Palladium-Catalyzed Highly Regioselective Arylation of Allylamines with Thiophenes and Furans
    Jiang, Zhen
    Zhang, Lingjuan
    Dong, Chaonan
    Cai, Zhongzheng
    Tang, Weijun
    Li, Huanrong
    Xu, Lijin
    Xiao, Jianliang
    ADVANCED SYNTHESIS & CATALYSIS, 2012, 354 (17) : 3225 - 3230
  • [32] Palladium-Catalyzed N-Arylation of 2-Aminothiazoles
    McGowan, Meredeth A.
    Henderson, Jaclyn L.
    Buchwald, Stephen L.
    ORGANIC LETTERS, 2012, 14 (06) : 1432 - 1435
  • [33] Palladium-Catalyzed N-Arylation of Cyclopropylamines
    Gildner, Peter G.
    DeAngelis, Andrew
    Colacot, Thomas J.
    ORGANIC LETTERS, 2016, 18 (06) : 1442 - 1445
  • [34] Palladium-catalyzed carbonylative cyclization of 2-alkynylanilines and aryl iodides to access N-acyl indoles
    Yao, Lingyun
    Shang, Yan
    Wang, Jian-Shu
    Pan, Ailin
    Ying, Jun
    Wu, Xiao-Feng
    ORGANIC CHEMISTRY FRONTIERS, 2021, 8 (09): : 1926 - 1929
  • [35] Direct C2-arylation of N-acyl pyrroles with aryl halides under palladium catalysis
    Chen, Weiqiang
    Li, Hui-Jing
    Cheng, Yun-Fei
    Wu, Yan-Chao
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2021, 19 (07) : 1555 - 1564
  • [36] Palladium-catalyzed regioselective arylation of 7-hydroxyflavone with diaryliodonium salts
    Zhao, Yu-Ping
    Liao, Jia-Lu
    Liu, Chen-Fu
    TETRAHEDRON LETTERS, 2023, 123
  • [37] Functionalization of a Simple Dithienylethene via Palladium-Catalyzed Regioselective Direct Arylation
    Kamiya, Hiroki
    Yanagisawa, Shuichi
    Hiroto, Satoru
    Itami, Kenichiro
    Shinokubo, Hiroshi
    ORGANIC LETTERS, 2011, 13 (24) : 6394 - 6397
  • [38] Palladium-catalyzed regioselective arylation of imidazo[1,2-a]pyrimidine
    Li, WJ
    Nelson, DP
    Jensen, MS
    Hoerrner, RS
    Javadi, GJ
    Cai, D
    Larsen, RD
    ORGANIC LETTERS, 2003, 5 (25) : 4835 - 4837
  • [39] Highly regioselective palladium-catalyzed internal arylation of allyltrimethylsilane with aryl triflates
    Olofsson, K
    Larhed, M
    Hallberg, A
    JOURNAL OF ORGANIC CHEMISTRY, 1998, 63 (15): : 5076 - 5079
  • [40] Regioselective palladium-catalyzed arylation of 3-carboalkoxy furan and thiophene
    Glover, B
    Harvey, KA
    Liu, B
    Sharp, MJ
    Tymoschenko, MF
    ORGANIC LETTERS, 2003, 5 (03) : 301 - 304