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
来源：
ORGANIC LETTERS | 2012年 / 14卷 / 05期
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
  • [31] Recent Advances in Palladium-Catalyzed Phosphonation of Aryl Halides, Sulfonates and Related Derivatives
    Yang, Yiyi
    Yuen, On Ying
    So, Chau Ming
    EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2025,
  • [32] Solvent- and Ligand-Free Palladium-Catalyzed Amination of Aryl Halides
    Basolo, Luca
    Bernasconi, Alice
    Broggini, Gianluigi
    Gazzola, Silvia
    Beccalli, Egle M.
    SYNTHESIS-STUTTGART, 2013, 45 (22): : 3151 - 3156
  • [33] Palladium-catalyzed solid-state borylation of aryl halides using mechanochemistry
    Kubota, Koji
    Baba, Emiru
    Seo, Tamae
    Ishiyama, Tatsuo
    Ito, Hajime
    BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY, 2022, 18 : 855 - 862
  • [34] Palladium-Catalyzed Hydroxylation of Aryl and Heteroaryl Halides Enabled by the Use of a Palladacycle Precatalyst
    Cheung, Chi Wai
    Buchwald, Stephen L.
    JOURNAL OF ORGANIC CHEMISTRY, 2014, 79 (11) : 5351 - 5358
  • [35] Denitrogenative palladium-catalyzed coupling of aryl halides with arylhydrazines under mild conditions
    Chang, Sheng
    Dong, Lin Lin
    Song, Hai Qing
    Feng, Bo
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2018, 16 (17) : 3282 - 3288
  • [36] Minimizing the Amount of Nitromethane in Palladium-Catalyzed Cross-Coupling with Aryl Halides
    Walvoord, Ryan R.
    Kozlowski, Marisa C.
    JOURNAL OF ORGANIC CHEMISTRY, 2013, 78 (17) : 8859 - 8864
  • [37] Palladium-catalyzed borylation of aryl (pseudo)halides and its applications in biaryl synthesis
    Ji, Hong
    Cai, Jianghong
    Gan, Nana
    Wang, Zhaohua
    Wu, Liyang
    Li, Guorong
    Yi, Tao
    CHEMISTRY CENTRAL JOURNAL, 2018, 12
  • [38] Palladium-Catalyzed C-N Cross Coupling of Sulfinamides and Aryl Halides
    Sun, Xiaofei
    Tu, Xingzhao
    Dai, Chuan
    Zhang, Xiaoping
    Zhang, Binbin
    Zeng, Qingle
    JOURNAL OF ORGANIC CHEMISTRY, 2012, 77 (09) : 4454 - 4459
  • [39] A convenient and efficient procedure for the palladium-catalyzed cyanation of aryl halides using trimethylsilylcyanide
    Sundermeier, M
    Mutyala, S
    Zapf, A
    Spannenberg, A
    Beller, M
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2003, 684 (1-2) : 50 - 55
  • [40] Synthesis of α-Aryl Nitriles through Palladium-Catalyzed Decarboxylative Coupling of Cyanoacetate Salts with Aryl Halides and Triflates
    Shang, Rui
    Ji, Dong-Sheng
    Chu, Ling
    Fu, Yao
    Liu, Lei
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (19) : 4470 - 4474
12345