Palladium-Catalyzed Direct Hydroxymethylation of Aryl Halides and Inflates with Potassium Acetoxymethyltrifluoroborate

被引:34
作者
Murai, Norio [1 ,2 ]
Yonaga, Masahiro [1 ,2 ]
Tanaka, Keigo [2 ]
机构
[1] Univ Tokyo, Grad Sch Pharmaceut Sci, Bunkyo Ku, Tokyo 1130033, Japan
[2] Eisai & Co Ltd, Discovery Res Labs, Tsukuba, Ibaraki 3002635, Japan
关键词
CROSS-COUPLING REACTIONS; ORGANIC-SYNTHESIS; DERIVATIVES; INHIBITORS; CHLORIDES;
D O I
10.1021/ol300149b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Suzuki-Miyaura cross-coupling reactions of aryl halides and triflates with potassium acetoxymethyltrifluoroborate afforded the corresponding aryl and heteroaryl methanol products in moderate to excellent yields.
引用
收藏
页码:1278 / 1281
页数:4
相关论文
共 50 条
  • [21] Palladium-catalyzed olefination of aryl/alkyl halides with trimethylsilyldiazomethane via carbene migratory insertion
    Mu, Qiu-Chao
    Wang, Xing-Ben
    Ye, Fei
    Sun, Yu-Li
    Bai, Xing-Feng
    Chen, Jing
    Xia, Chun-Gu
    Xu, Li-Wen
    CHEMICAL COMMUNICATIONS, 2018, 54 (92) : 12994 - 12997
  • [22] Palladium-Catalyzed Ylidyl-Carbonylation of Aryl Halides To Produce α-Acylphosphoranes
    Guo, Xiaojun
    Ma, Wei
    Xue, Dong
    Wang, Chao
    Xiao, Jianliang
    ORGANIC LETTERS, 2016, 18 (19) : 4824 - 4827
  • [23] Palladium-Catalyzed Dehydrogenative β-Arylation of Simple Saturated Carbonyls by Aryl Halides
    Gandeepan, Parthasarathy
    Rajamalli, P.
    Cheng, Chien-Hong
    ACS CATALYSIS, 2014, 4 (12): : 4485 - 4489
  • [24] Palladium-Catalyzed N-Arylation of Iminodibenzyls and Iminostilbenes with Aryl-and Heteroaryl Halides
    Huang, Wenliang
    Buchwald, Stephen L.
    CHEMISTRY-A EUROPEAN JOURNAL, 2016, 22 (40) : 14186 - 14189
  • [25] Palladium-Catalyzed Monoarylation of Aryl Amine with Aryl Tosylates
    Xie, Xiaomin
    Ni, Gang
    Ma, Fangfang
    Ding, Lina
    Xu, Sheng
    Zhang, Zhaoguo
    SYNLETT, 2011, (07) : 955 - 958
  • [26] Palladium-Catalyzed Carbonylative Suzuki Coupling of Benzyl Halides with Potassium Aryltrifluoroborates in Aqueous Media
    Wu, Xiao-Feng
    Neumann, Helfried
    Beller, Matthias
    ADVANCED SYNTHESIS & CATALYSIS, 2011, 353 (05) : 788 - 792
  • [27] Palladium-catalyzed direct arylation of polyfluoroarenes with aryl tosylates and mesylates
    Lee, Dong Sheng
    Choy, Pui Ying
    So, Chau Ming
    Wang, Jun
    Lau, Chak Po
    Kwong, Fuk Yee
    RSC ADVANCES, 2012, 2 (24): : 9179 - 9182
  • [28] Palladium-catalyzed direct C-H arylation of pyridine N-oxides with potassium aryl- and heteroaryltrifluoroborates
    Li, Mengli
    Li, Xing
    Chang, Honghong
    Gao, Wenchao
    Wei, Wenlong
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2016, 14 (08) : 2421 - 2426
  • [29] Palladium-Catalyzed Synthesis of (Hetero)Aryl Alkyl Sulfones from (Hetero)Aryl Boronic Acids, Unactivated Alkyl Halides, and Potassium Metabisulfite
    Shavnya, Andre
    Hesp, Kevin D.
    Mascitti, Vincent
    Smith, Aaron C.
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2015, 54 (46) : 13571 - 13575
  • [30] Palladium-Catalyzed Direct α-Arylation of Methane Sulfonamides with Aryl Bromides
    Gao, Gui
    Chen, Xiang-Zhu
    Wang, Zhong-Yu
    Zhang, Yuan-Yuan
    Liu, Jing-Jing
    Hou, Shi-Cong
    CHEMISTRYSELECT, 2018, 3 (07): : 2152 - 2156