Direct dehydrative cross-coupling of tautomerizable heterocycles with alkynes via Pd/Cu-catalyzed phosphonium coupling

被引:61
|
作者
Kang, Fu-An [1 ]
Lanter, James C. [1 ]
Cai, Chaozhong [1 ]
Sui, Zhihua [1 ]
Murray, William V. [1 ]
机构
[1] Johnson & Johnson Pharmaceut Res & Dev LLC, Spring House, PA 19477 USA
关键词
ARYL BOND FORMATION; C-H; DIRECT ARYLATION; ARYLBORONIC ACIDS; PROTECTING-GROUP; BORONIC ACIDS; ACTIVATION; ARENESULFONATES; ARENES;
D O I
10.1039/b917777a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
The first chemoselective direct dehydrative cross-coupling of tautomerizable heterocycles with alkynes has been achieved via C-H/C-OH bond activations with direct C(sp(2))-C(sp) bond formation, which is in line with ideal synthesis using readily available materials.
引用
下载
收藏
页码:1347 / 1349
页数:3
相关论文
共 50 条
  • [21] Synergistic Pd/Cu-catalyzed regio-and stereoselective cascade Heck cyclization/borylation/cross-coupling
    Yifan Wang
    Yuanyuan Ping
    Wangqing Kong
    Chinese Chemical Letters, 2023, 34 (12) : 192 - 197
  • [22] Pd-catalyzed cross-coupling reaction of styryltrifluoroborates with activated alkynes and alkanes
    Shaban, Wejdan
    Al-Masum, Mohammad
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2015, 249
  • [23] Cu-Catalyzed Cross-Coupling of Nitroarenes with Aryl Boronic Acids to Construct Diarylamines
    Guan, Xinyu
    Zhu, Haoran
    Driver, Tom G.
    ACS CATALYSIS, 2021, 11 (20): : 12417 - 12422
  • [24] Pd/Cu-catalyzed sonogashira cross-coupling polycondensation: A promising approach for synthesizing conjugated polymers with useful applications
    Amna, Bibi
    Ozturk, Turan
    Ates, Ayse
    EUROPEAN POLYMER JOURNAL, 2023, 196
  • [25] Synthesis of Allylic Alcohols via Cu-Catalyzed Hydrocarbonylative Coupling of Alkynes with Alkyl Halides
    Mankad, Neal P. (npm@uic.edu), 1600, American Chemical Society (140):
  • [26] Synthesis of Allylic Alcohols via Cu-Catalyzed Hydrocarbonylative Coupling of Alkynes with Alkyl Halides
    Cheng, Li-Jie
    Islam, Shahidul M.
    Mankad, Neal P.
    JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2018, 140 (03) : 1159 - 1164
  • [27] Stereoselective synthesis of (E)-1,3-enynyl bromides via Pd/Cu-catalyzed cross-coupling reaction of (Z)-α-bromovinylstannanes
    Cai, MZ
    Zhao, H
    CHINESE CHEMICAL LETTERS, 2004, 15 (10) : 1157 - 1160
  • [28] A convenient and direct route to phosphinoalkynes via copper-catalyzed cross-coupling of terminal alkynes with chlorophosphanes
    Afanasiev, VV
    Beletskaya, IP
    Kazankova, MA
    Efimova, IV
    Antipin, MU
    SYNTHESIS-STUTTGART, 2003, (18): : 2835 - 2838
  • [29] Direct Pd-Catalyzed Cross-Coupling of Functionalized Organoaluminum Reagents
    Groll, Klaus
    Bluemke, Tobias D.
    Unsinn, Andreas
    Haas, Diana
    Knochel, Paul
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2012, 51 (44) : 11157 - 11161
  • [30] Nickel-catalyzed direct cross-coupling of heterocyclic phosphonium salts with aryl bromides
    Cui, Yan-Ying
    Li, Wen-Xin
    Ma, Na-Na
    Shen, Chuanji
    Zhou, Xiaocong
    Chu, Xue-Qiang
    Rao, Weidong
    Shen, Zhi-Liang
    ORGANIC CHEMISTRY FRONTIERS, 2021, 8 (24): : 6931 - 6936