Synthesis of Benzoylacetonitriles from Pd-Catalyzed Carbonylation of Aryl Iodides and Trimethylsilylacetonitrile

被引:29
|
作者
Park, Ahbyeol [1 ]
Lee, Sunwoo [1 ]
机构
[1] Chonnam Natl Univ, Dept Chem, Kwangju 500757, South Korea
基金
新加坡国家研究基金会;
关键词
DIRECT ALPHA-ARYLATION; COUPLING REACTIONS; BETA-KETONITRILES; CARBOXYLIC-ACIDS; VINYLIC HALIDES; CROSS-COUPLINGS; HECK REACTION; PALLADIUM; NITRILES; EFFICIENT;
D O I
10.1021/ol300035u
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Palladium-catalyzed carbonylation of aryl iodides and trimethylsilylacetonitrile to produce benzoylacetonitrile derivatives through a one-pot, three-component reaction is described. This preparation method provides good yields of the carbonylated products without any additional ligands. It has a broad substrate scope with a high tolerance for a variety of functional groups.
引用
收藏
页码:1118 / 1121
页数:4
相关论文
共 50 条
  • [21] Pd-catalyzed fluoro-carbonylation of aryl, vinyl, and heteroaryl iodides using 2-(difluoromethoxy)-5-nitropyridine
    Yumeng Liang
    Zhengyu Zhao
    Norio Shibata
    Communications Chemistry, 3
  • [22] Chemoselective Pd-Catalyzed C-TeCF3 Coupling of Aryl Iodides
    Sperger, Theresa
    Guven, Sinem
    Schoenbeck, Franziska
    ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2018, 57 (51) : 16903 - 16906
  • [23] A Single-Step Synthesis of Enynes: Pd-Catalyzed Arylalkynylation of Aryl Iodides, Internal Alkynes, and Alkynylsilanes
    Sakai, Norio
    Komatsu, Ryosuke
    Uchida, Naoki
    Ikeda, Reiko
    Konakahara, Takeo
    ORGANIC LETTERS, 2010, 12 (06) : 1300 - 1303
  • [24] SYNTHESIS OF [5.5.5.5]FENESTRANES BY PD-CATALYZED CARBONYLATION-CYCLIZATION
    KEESE, R
    GUIDETTIGREPT, R
    HERZOG, B
    TETRAHEDRON LETTERS, 1992, 33 (09) : 1207 - 1210
  • [25] SYNTHESIS OF UNPROTECTED CARBOXY INDAZOLES VIA Pd-CATALYZED CARBONYLATION
    Wainwright, Philip
    Perni, Remedios
    Vickers, Clare
    Coffey, Steven B.
    Buzon, Leanne
    DiRico, Kenneth
    Nelson, Kendra L.
    Zhao, Zhengrong
    Limberakis, Chris
    Freeman-Cook, Kevin D.
    Corbett, Jeffrey W.
    SYNTHETIC COMMUNICATIONS, 2012, 42 (13) : 1914 - 1921
  • [26] Synthesis of (+)-boronolide and (+)-deacetylboronolide using Pd-catalyzed carbonylation and lactonization
    Kurogome, Yuji
    Hattori, Yasunao
    Makabe, Hidefumi
    TETRAHEDRON LETTERS, 2014, 55 (17) : 2822 - 2824
  • [27] Pd-Catalyzed Carbonylation of Acyl Azides
    Li, Zongyang
    Xu, Shiyang
    Huang, Baoliang
    Yuan, Chenhui
    Chang, Wenxu
    Fu, Bin
    Jiao, Lei
    Wang, Peng
    Zhang, Zhenhua
    JOURNAL OF ORGANIC CHEMISTRY, 2019, 84 (15): : 9497 - 9508
  • [28] Synthesis of Novel Aryl and Heteroaryl Acyl Sulfonimidamides via Pd-Catalyzed Carbonylation Using a Nongaseous Precursor
    Borhade, Sanjay R.
    Sandstrom, Anja
    Arvidsson, Per I.
    ORGANIC LETTERS, 2013, 15 (05) : 1056 - 1059
  • [29] Pd-Catalyzed Reductive Carbonylation-Ring Closure of Aryl Halides: A Direct Approach for Synthesis of Benzimidazoles
    Etemadi-Davan, Elham
    Iranpoor, Nasser
    Khalili, Dariush
    CHEMISTRYSELECT, 2016, 1 (15): : 4418 - 4422
  • [30] Synthesis of poly(aryl ether) by Pd-catalyzed polycondensation
    Shibasaki, Y
    Ueda, M
    CHEMISTRY LETTERS, 2002, (08) : 794 - 795