Incorporation of carbon dioxide into phthalides via ligand-free copper-catalyzed direct carboxylation of benzoxasiloles

被引：32
|
作者：
Nguyen, Thanh V. Q. [1 ]
Rodriguez-Santamaria, Jose A. [1 ]
Yoo, Woo-Jin [1 ]
Kobayashi, Shu [1 ]
机构：
[1] Univ Tokyo, Sch Sci, Dept Chem, Bunkyo Ku, Tokyo 1130033, Japan
来源：
GREEN CHEMISTRY | 2017年 / 19卷 / 11期
基金：
日本学术振兴会; 日本科学技术振兴机构;
关键词：
C-H ACTIVATION; ALKENYLBORONIC ESTERS; DERIVATIVES; TRANSFORMATION; SILYLATION; POT; CO2;
D O I：
10.1039/c7gc00917h
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The direct carboxylation of benzoxasiloles with carbon dioxide proceeded smoothly under mild conditions using copper iodide as a catalyst to afford phthalides after an acid work-up. Broad substrate scope and application of this methodology for the synthesis of natural products highlight the synthetic utility of this protocol.
引用
收藏
页码：2501 / 2505
页数：5
相关论文
共 50 条
  • [21] Mild and efficient ligand-free copper-catalyzed condensation for the synthesis of quinazolines
    Truong, Vouy Linh
    Morrow, Michelle
    TETRAHEDRON LETTERS, 2010, 51 (04) : 758 - 760
  • [22] Ligand-Free Copper-Catalyzed Arylation of Phosphonamides and Phosphinamides with Aryl Siloxanes
    Zhong, Longjin
    Su, Qiong
    Xiao, Jing
    Peng, Zhihong
    Dong, Wanrong
    Zhang, Yingjun
    An, Delie
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2017, 6 (08) : 1072 - 1079
  • [23] Copper-Catalyzed Carboxylation of Alkenylzirconocenes with Carbon Dioxide Leading to α,β-Unsaturated Carboxylic Acids
    Wang, Sheng
    Shao, Peng
    Chen, Chao
    Xi, Chanjuan
    ORGANIC LETTERS, 2015, 17 (20) : 5112 - 5115
  • [24] Diversification of Indoles via Microwave-assisted Ligand-free Copper-catalyzed N-Arylation
    Kwon, Jae-Kwan
    Lee, Jin -Hee
    Kim, Tae Sung
    Yum, Eul Kgun
    Park, Hee Jung
    BULLETIN OF THE KOREAN CHEMICAL SOCIETY, 2016, 37 (12) : 1927 - 1933
  • [25] Ligand-Free Copper-Catalyzed Arylation of Olefins by the Mizoroki-Heck Reaction
    Peng, Yong
    Chen, Jiuxi
    Ding, Jinchang
    Liu, Miaochang
    Gao, Wenxia
    Wu, Huayue
    SYNTHESIS-STUTTGART, 2011, (02): : 213 - 216
  • [26] Copper-catalyzed Stereoselective Synthesis of Vinyl Selenides under Ligand-free Conditions
    Reddy, Vutukuri Prakash
    Kumar, Akkilagunta Vijay
    Rao, Kakulapati Rama
    CHEMISTRY LETTERS, 2010, 39 (03) : 212 - 214
  • [27] Synthesis of Pyrimidine Fused Quinolines by Ligand-Free Copper-Catalyzed Domino Reactions
    Panday, Anoop Kumar
    Mishra, Richa
    Jana, Asim
    Parvin, Tasneem
    Choudhury, Lokman H.
    JOURNAL OF ORGANIC CHEMISTRY, 2018, 83 (07): : 3624 - 3632
  • [28] Ligand-Free Copper-Catalyzed Amination of Heteroaryl Halides with Alkyl- and Arylamines
    Liu, Zhen-Jiang
    Vors, Jean-Pierre
    Gesing, Ernst R. F.
    Bolm, Carsten
    ADVANCED SYNTHESIS & CATALYSIS, 2010, 352 (18) : 3158 - 3162
  • [29] Copper-Catalyzed Ligand-Free Amidation of Benzylic Hydrocarbons and Inactive Aliphatic Alkanes
    Zeng, Hui-Ting
    Huang, Jing-Mei
    ORGANIC LETTERS, 2015, 17 (17) : 4276 - 4279
  • [30] Copper-Catalyzed Arylation of Nitrogen Heterocycles from Anilines under Ligand-Free Conditions
    Toummini, Dounia
    Tlili, Anis
    Berges, Julien
    Ouazzani, Fouad
    Taillefer, Marc
    CHEMISTRY-A EUROPEAN JOURNAL, 2014, 20 (45) : 14619 - 14623
12345