A one-pot protocol for iron-catalyzed decarbonylative borylation of aryl and alkyl carboxylic acids

被引：1
|
作者：
Bai, Mei [1 ]
Geng, Shasha [2 ]
Chen, Shuo [2 ]
Liu, Zhengli [2 ]
Feng, Zhang [2 ]
机构：
[1] Zunyi Med Univ, Gener Drug Res Ctr Guizhou Prov, Sch Pharm, Key Lab Biocatalysis & Chiral Drug Synth Guizhou P, Zunyi 563003, Guizhou, Peoples R China
[2] Chongqing Univ, Sch Pharmaceut Sci, Chongqing Key Lab Nat Prod Synth & Drug Res, Chongqing 401331, Peoples R China
来源：
STAR PROTOCOLS | 2022年 / 3卷 / 04期
基金：
中国国家自然科学基金; 中国博士后科学基金;
关键词：
Chemistry; Environmental sciences; Material sciences; Structural Biology;
D O I：
10.1016/j.xpro.2022.101909
中图分类号：
Q5 [生物化学];
学科分类号：
071010 ; 081704 ;
摘要：
We present a protocol for the eco-friendly synthesis of aryl and alkyl boronic esters from aryl and alkyl carboxylic acids. We describe steps for aryl and alkyl carboxylates preparation. We further detail procedures for the synthesis of bory-lated products using aryl and alkyl carboxylates through iron-catalyzed decar-bonylation at 100 degrees C-130 degrees C, followed by purification of the crude products by flash column chromatography.For complete details on the use and execution of this protocol, please refer to Wen et al. (2022).1
引用
收藏
页数：9
相关论文
共 50 条
  • [1] Iron-catalyzed decarbonylative borylation enables the one-pot diversification of (Hetero) Aryl and alkyl carboxylic acids
    Wen, Qingru
    Chen, Shuo
    Shi, Chaoqun
    Chen, Shuai
    Ji, Yanru
    Guo, Jian
    Liu, Zhengli
    He, Yun
    Feng, Zhang
    [J]. CELL REPORTS PHYSICAL SCIENCE, 2022, 3 (08):
  • [2] Iron-Catalyzed Borylation of Alkyl Electrophiles
    Atack, Thomas C.
    Lecker, Rachel M.
    Cook, Silas P.
    [J]. JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 2014, 136 (27) : 9521 - 9523
  • [3] One-Pot Iron-Catalyzed Cross-Coupling Reactions of Aryl Chlorides and Aryl Bromides
    Yin, Yi-Bing
    Peng, Xiao-Shui
    Wong, Henry N. C.
    [J]. SYNTHESIS-STUTTGART, 2023, 55 (14): : 2253 - 2260
  • [4] Rh-Catalyzed Direct Decarbonylative Borylation of Carboxylic Acids
    Yin, Chang
    Liao, Yanjing
    He, Bangyue
    Li, Hongyi
    Su, Weiping
    [J]. CHEMISTRY-A EUROPEAN JOURNAL, 2023, 29 (29)
  • [5] One-pot synthesis of arylboronic acids and aryl trifluoroborates by Ir-catalyzed borylation of arenes
    Murphy, Jaclyn M.
    Tzschucke, C. Christoph
    Hartwig, John F.
    [J]. ORGANIC LETTERS, 2007, 9 (05) : 757 - 760
  • [6] Iron-Catalyzed One-Pot Oxidative Esterification of Aldehydes
    Wu, Xiao-Feng
    Darcelli, Christophe
    [J]. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, 2009, 2009 (08) : 1144 - 1147
  • [7] Indium(III)-Catalyzed One-Pot Synthesis of Alkyl Cyanides from Carboxylic Acids
    Moriya, Toshimitsu
    Shoji, Kohei
    Yoneda, Shinichiro
    Ikeda, Reiko
    Konakahara, Takeo
    Sakai, Norio
    [J]. SYNTHESIS-STUTTGART, 2013, 45 (23): : 3233 - 3238
  • [8] Iron-Catalyzed Borylation of Alkyl, Allyl, and Aryl Halides: Isolation of an Iron(I) Boryl Complex
    Bedford, Robin B.
    Brenner, Peter B.
    Carter, Emma
    Gallagher, Timothy
    Murphy, Damien M.
    Pye, Dominic R.
    [J]. ORGANOMETALLICS, 2014, 33 (21) : 5940 - 5943
  • [9] Activation of Aryl Carboxylic Acids by Diboron Reagents towards Nickel-Catalyzed Direct Decarbonylative Borylation
    Deng, Xi
    Guo, Jiandong
    Zhang, Xiaofeng
    Wang, Xiaotai
    Su, Weiping
    [J]. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2021, 60 (46) : 24510 - 24518
  • [10] Palladium-catalyzed decarbonylative methylation of aryl carboxylic acids
    Feng, Boya
    Zhang, Guodong
    Feng, Xu
    Chen, Yu
    [J]. ORGANIC CHEMISTRY FRONTIERS, 2022, 9 (04): : 1085 - 1089
12345