A catalyst-free synthesis of asymmetric diaryl ketones from aryltins

被引:28
|
作者
Silbestri, GF [1 ]
Masson, RB [1 ]
Lockhart, MT [1 ]
Chopa, AB [1 ]
机构
[1] Univ Nacl Sur, Dept Quim, INIQO, RA-8000 Bahia Blanca, Argentina
关键词
aryltin; diarylketones; aromatic acylation;
D O I
10.1016/j.jorganchem.2005.12.027
中图分类号
O61 [无机化学];
学科分类号
070301 ; 081704 ;
摘要
A series of diaryl ketones have been synthesized in good yields (40-78%) through the catalyst-free reaction of trimethylarylstannanes with aroyl chlorides in chlorobenzene as solvent. In addition, all attractive feature is that these reactions are completely regioselective making possible the synthesis of diarylketones which are not usually available under the influence of the directing forces of the substituents present in the aromatic ring. Also, the reaction conditions are mild enough to be applied to acid sensitive molecules. (c) 2005 Elsevier B.V. All rights reserved.
引用
收藏
页码:1520 / 1524
页数:5
相关论文
共 50 条
  • [32] Green, Catalyst-Free Synthesis of Mesalazine Conjugates
    Ibrahim, Mohamed A.
    Panda, Siva S.
    Alamry, Khalid A.
    Katritzky, Alan R.
    SYNTHESIS-STUTTGART, 2013, 45 (23): : 3255 - 3258
  • [33] Efficient and catalyst-free synthesis of cellulose acetoacetates
    Hendryk Würfel
    Marvin Kayser
    Thomas Heinze
    Cellulose, 2018, 25 : 4919 - 4928
  • [34] Ultrasound-Assisted Catalyst-free Synthesis of α,β-Unsaturated Amino Acid Esters and Unsaturated Amino Ketones
    Xie, Guoshu
    de Moura Ricketti, Nicolas
    Torok, Bela
    CURRENT GREEN CHEMISTRY, 2024, 11 (02) : 201 - 209
  • [35] Catalyst-free synthesis of α-acyloxycarboxamides in aqueous media
    Daniel Paprocki
    Monika Wilk
    Arleta Madej
    Peter Walde
    Ryszard Ostaszewski
    Environmental Chemistry Letters, 2019, 17 : 1011 - 1016
  • [36] Catalyst-free Solvothermal Synthesis of Carbon Nanotubes
    Ellis, Tbomas
    Paras, Christian
    Stride, John A.
    2008 INTERNATIONAL CONFERENCE ON NANOSCIENCE AND NANOTECHNOLOGY, 2008, : 40 - 43
  • [37] Catalyst-free facile and efficient one-pot synthesis of densely functionalized pyrroles and α-amino ketones
    Vanga, Sivarama Krishna Reddy
    Bollikolla, Hari Babu
    Peruri, V. V. Satyanarayana
    JOURNAL OF HETEROCYCLIC CHEMISTRY, 2021, 58 (03) : 892 - 899
  • [38] Catalyst-Free Synthesis of Aminals from Indole-Derived ,-Dicyanoolefins
    Cui, Hai-Lei
    Shi, Yin
    Deng, Hui-Qing
    Lei, Jin-Ju
    Xu, Xing-Jie
    Tian, Xu
    Qiao, Jie
    Zhou, Lin
    SYNLETT, 2019, 30 (02) : 167 - 172
  • [39] Catalyst-Free Dearomative Allylboration of Ketones with Benzo[b]thiophenylmethyl Boronic Acids
    Liu, Kun
    Ruan, Dao-Jin
    Wang, Xiang-Yu
    Zhong, Qin
    Zhao, Jian Ken
    JOURNAL OF ORGANIC CHEMISTRY, 2024, 89 (18): : 13725 - 13729
  • [40] Chemoselective reduction of α,β-unsaturated ketones to allylic alcohols under catalyst-free conditions
    Jian, Kaixia
    Li, Bingnan
    Zhu, Shuxian
    Xuan, Qingqing
    Song, Qiuling
    ORGANIC CHEMISTRY FRONTIERS, 2022, 9 (04): : 1109 - 1114