Palladium-Catalyzed Desulfitative Arylation by C-O Bond Cleavage of Aryl Inflates with Sodium Arylsulfinates

被引:72
|
作者
Zhou, Chao [1 ]
Liu, Qingjiang [1 ]
Li, Yaming [1 ]
Zhang, Rong [1 ]
Fu, Xinmei [1 ]
Duan, Chunying [1 ]
机构
[1] Dalian Univ Technol, Sch Chem Engn, State Key Lab Fine Chem, Dalian 116024, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2012年 / 77卷 / 22期
基金
中国国家自然科学基金;
关键词
UNSYMMETRICAL DIARYL SULFONES; CROSS-COUPLING REACTIONS; II RECEPTOR ANTAGONISTS; DIRECT ESI-MS; GRIGNARD-REAGENTS; SULFINIC ACIDS; DISCOVERY; CHLORIDES; BIARYL; KETONES;
D O I
10.1021/jo302005s
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient Pd-catalyzed desulfitative coupling reaction of sodium arylsulfinates as arylation reagents by C-O bond cleavage of aryl triflates was developed. With only 2 mol % of Pd(OAc)(2) as catalyst and XPhos as ligand, the reaction proceeded well for a range of substrates.
引用
收藏
页码:10468 / 10472
页数:5
相关论文
共 50 条
  • [1] Palladium-catalyzed desulfitative arylation of sulfonamides with sodium arylsulfinates
    Zhao, Zijian
    Lian, Yan
    Zhao, Chang
    Wang, Bing
    [J]. SYNTHETIC COMMUNICATIONS, 2018, 48 (12) : 1436 - 1442
  • [2] A highly efficient palladium-catalyzed desulfitative arylation of azoles with sodium arylsulfinates
    Wang, Min
    Li, Dengke
    Zhou, Wei
    Wang, Lei
    [J]. TETRAHEDRON, 2012, 68 (07) : 1926 - 1930
  • [3] Palladium-Catalyzed Cascade Desulfitative Arylation of Acetylinic Oximes with Sodium Arylsulfinates
    Li, Jianxiao
    Cen, Liying
    He, Dan
    Zhou, Daohao
    Huang, Songxuan
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2022, 2022 (20)
  • [4] Palladium-catalyzed C-3 desulfitative arylation of indolizines with sodium arylsulfinates and arylsulfonyl hydrazides
    Wang, Chunjie
    Jia, Huali
    Li, Zhiwei
    Zhang, Hui
    Zhao, Baoli
    [J]. RSC ADVANCES, 2016, 6 (26) : 21814 - 21821
  • [5] Palladium-catalyzed desulfitative arylation of 3-haloquinolines with arylsulfinates
    Colomb, Julie
    Billard, Thierry
    [J]. TETRAHEDRON LETTERS, 2013, 54 (11) : 1471 - 1474
  • [6] Palladium-Catalyzed Desulfitative C?H Arylation of Heteroarenes with Sodium Sulfinates
    Liu, Bo
    Guo, Qiang
    Cheng, Yangyang
    Lan, Jingbo
    You, Jingsong
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2011, 17 (48) : 13415 - 13419
  • [7] Synthesis of arylstannanes by palladium-catalyzed desulfitative coupling reaction of sodium arylsulfinates with distannanes
    Lian, Chang
    Yue, Guanglu
    Zhang, Haonan
    Wei, Liyan
    Liu, Danyang
    Liu, Sichen
    Fang, Huayi
    Qiu, Di
    [J]. TETRAHEDRON LETTERS, 2018, 59 (45) : 4019 - 4023
  • [8] Palladium-catalyzed desulfitative C-H arylation of azoles with sodium sulfinates
    Chen, Ru
    Liu, Saiwen
    Liu, Xinhua
    Yang, Luo
    Deng, Guo-Jun
    [J]. ORGANIC & BIOMOLECULAR CHEMISTRY, 2011, 9 (22) : 7675 - 7679
  • [9] Palladium-catalyzed intramolecular C-O bond formation
    [J]. Buchwald, S.L., 1600, American Chemical Society (123):
  • [10] Palladium-catalyzed intramolecular C-O bond formation
    Kuwabe, S
    Torraca, KE
    Buchwald, SL
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2001, 123 (49) : 12202 - 12206