Palladium-catalyzed aerobic oxidative cross-coupling of arylhydrazines with terminal alkynes

被引：41
|
作者：
Zhao, Yingwei [1 ]
Song, Qiuling [1 ]
机构：
[1] Huaqiao Univ, Coll Chem Engn, Inst Next Generat Matter Transformat, Xiamen 361021, Fujian, Peoples R China
来源：
CHEMICAL COMMUNICATIONS | 2015年 / 51卷 / 68期
基金：
中国国家自然科学基金;
关键词：
RADICAL ARYLATION; BOND FORMATION; BASE-FREE; ARYL; ANILINES; OLEFINS; PHENYLHYDRAZINES; DERIVATIVES; HYDRAZINES; REDUCTION;
D O I：
10.1039/c5cc04111b
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The palladium-catalyzed Sonogashira-type aerobic oxidative coupling of arylhydrazines with terminal alkynes via C-N bond cleavage has been developed; internal alkynes were afforded with a broad substrate scope. This reaction proceeds under copper-and base-free conditions with molecular oxygen as the sole oxidant and nitrogen and water as the only by-products.
引用
收藏
页码：13272 / 13274
页数：3
相关论文
共 50 条
  • [1] Palladium-Catalyzed Aerobic Oxidative Cross-Coupling Reactions of Terminal Alkynes with Alkylzinc Reagents
    Chen, Mao
    Zheng, Xiaolong
    Li, Wenqing
    He, Jun
    Lei, Aiwen
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2010, 132 (12) : 4101 - +
  • [2] Palladium-catalyzed cross-coupling reactions of triarylbismuthanes with terminal alkynes under aerobic conditions
    Matsumura, Mio
    Yamada, Mizuki
    Tsuji, Toshiyuki
    Murata, Yuki
    Kakusawa, Naoki
    Yasuike, Shuji
    [J]. JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2015, 794 : 70 - 75
  • [3] Divergent Palladium-Catalyzed Cross-Coupling of Nitropyrazoles with Terminal Alkynes
    Ha, Hyeri
    Shin, Changhoon
    Bae, Seri
    Joo, Jung Min
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2018, 2018 (20-21) : 2645 - 2650
  • [4] Palladium-catalyzed cross-coupling of organolead(IV) triacetates with terminal alkynes
    Kang, SK
    Ryu, HC
    Lee, SH
    [J]. SYNTHETIC COMMUNICATIONS, 2001, 31 (07) : 1059 - 1064
  • [5] Palladium-catalyzed cross-coupling reaction of aryl trimethoxysilanes with terminal alkynes
    Ye, Zhishi
    Liu, Miaochang
    Lin, Baoda
    Wu, Huayue
    Ding, Jinchang
    Cheng, Jiang
    [J]. TETRAHEDRON LETTERS, 2009, 50 (05) : 530 - 532
  • [6] Palladium-Catalyzed Oxidative Cross-Coupling between Heterocycles and Terminal Alkynes with Low Catalyst Loading
    Jie, Xiaoming
    Shang, Yaping
    Hu, Peng
    Su, Weiping
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2013, 52 (13) : 3630 - 3633
  • [7] Palladium-Catalyzed Oxidative Cross-Coupling of Arylhydrazines and Arenethiols with Molecular Oxygen as the Sole Oxidant
    Wang, Changliu
    Zhang, Zhenming
    Tu, Yongliang
    Li, Ying
    Wu, Jiale
    Zhao, Junfeng
    [J]. JOURNAL OF ORGANIC CHEMISTRY, 2018, 83 (04): : 2389 - 2394
  • [8] Palladium-catalyzed Suzuki cross-coupling of N′-tosyl arylhydrazines
    Liu, Jin-Biao
    Yan, Hui
    Chen, Hui-Xuan
    Luo, Yu
    Weng, Jiang
    Lu, Gui
    [J]. CHEMICAL COMMUNICATIONS, 2013, 49 (46) : 5268 - 5270
  • [9] Palladium-Catalyzed Cross-Coupling Reaction of Bis(cyclopentadienyl)diaryltitaniums with Terminal Alkynes
    Murata, Yuki
    Nishi, Yuya
    Matsumura, Mio
    Yasuike, Shuji
    [J]. REACTIONS, 2023, 4 (04): : 657 - 666
  • [10] Palladium-catalyzed reductive cross-coupling between α-bromo carboxamides and terminal alkynes
    Aliyu, Muinat A.
    Li, Bowen
    Yang, He
    Tang, Wenjun
    [J]. ORGANIC CHEMISTRY FRONTIERS, 2020, 7 (21) : 3505 - 3508
12345