TBHP/I2-promoted oxidative coupling of acetophenones with amines at room temperature under metal-free and solvent-free conditions for the synthesis of α-ketoamides

被引：173
|
作者：
Zhang, Xiaobin [1 ]
Wang, Lei [1 ,2 ]
机构：
[1] Huaibei Normal Univ, Dept Chem, Huaibei 235000, Anhui, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, State Key Lab Organomet Chem, Shanghai 200032, Peoples R China
来源：
GREEN CHEMISTRY | 2012年 / 14卷 / 08期
基金：
美国国家科学基金会;
关键词：
ONE-POT SYNTHESIS; C-H ACTIVATION; DOUBLE CARBONYLATION; ARYL IODIDES; KETO AMIDE; INTRAMOLECULAR CYCLIZATION; CYCLOTHEONAMIDE-B; INHIBITORS; DERIVATIVES; IODINE;
D O I：
10.1039/c2gc35489f
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
A novel and efficient TBHP/I-2-promoted oxidative coupling reaction of acetophenones with amines for the synthesis of alpha-ketoamides has been developed. The reactions proceeded smoothly at room temperature under metal-free and solvent-free conditions and generated the corresponding products in good yields.
引用
收藏
页码：2141 / 2145
页数：5
相关论文
共 50 条
  • [1] I2-promoted aerobic oxidative coupling of acetophenes with amines under metal-free conditions: facile access to α-ketoamides
    Guo, Shiyu
    Fang, Zheng
    Yang, Zhao
    Liu, Chengkou
    Dai, Zhongxue
    Zhao, Lihuan
    Guo, Kai
    RSC ADVANCES, 2016, 6 (02): : 1503 - 1507
  • [2] TBHP/I2-Promoted Oxidative Coupling of Azoles with Benzyl Compounds via Cleavage of Nonactivated C(sp3)-H Bonds under Solvent-Free Conditions
    Liu, Xiang
    Yu, Guiqin
    Li, Jihui
    Wang, Dong
    Chen, Yongxin
    Shi, Keqin
    Chen, Baohua
    SYNLETT, 2013, 24 (12) : 1588 - 1594
  • [3] A novel and metal-free approach towards α-ketoamides using a TBHP/I2-promoted tandem reaction of amines with β-diketones via C-C bond cleavage
    Zhang, Xiaobin
    Wang, Min
    Zhang, Yicheng
    Wang, Lei
    RSC ADVANCES, 2013, 3 (05): : 1311 - 1316
  • [4] Microfluidic synthesis of α-ketoesters via oxidative coupling of acetophenones with alcohols under metal-free conditions
    Guo, Shiyu
    Dai, Zhongxue
    Hua, Jiawei
    Yang, Zhao
    Fang, Zheng
    Guo, Kai
    REACTION CHEMISTRY & ENGINEERING, 2017, 2 (05): : 650 - 655
  • [5] Metal-Free and Solvent-Free Oxidative Coupling of Amines to Imines with Mesoporous Carbon from Macrocyclic Compounds
    Chen, Bo
    Wang, Lianyue
    Dai, Wen
    Shang, Sensen
    Lv, Ying
    Gao, Shuang
    ACS CATALYSIS, 2015, 5 (05): : 2788 - 2794
  • [6] New Ag(I)-NHC/TBHP System for Oxidative Coupling of a-Hydroxy Acetophenones with Amines: A Base-Free and Efficient Synthesis of a-Ketoamides in Water
    Muqeed, Mohammad
    Manchal, Ravinder
    Botla, Vinayak
    Azam, Mohammad
    Vasam, Chandra Sekhar
    Thirukovela, Narasimha Swamy
    ASIAN JOURNAL OF ORGANIC CHEMISTRY, 2023,
  • [7] Visible-Light-Promoted Synthesis of Fusesd Imidazoheterocycle by Eosin Y under Metal-Free and Solvent-Free Conditions
    Singh, Himanshu Kumar
    Kamal, Arsala
    Kumari, Savita
    Maury, Suresh Kumar
    Kushwaha, Ambuj Kumar
    Srivastava, Vandana
    Singh, Sundaram
    CHEMISTRYSELECT, 2021, 6 (48): : 13982 - 13991
  • [8] A metal-free catalytic system for the oxidation of benzylic methylenes and primary amines under solvent-free conditions
    Zhang, Jintang
    Wang, Zhentao
    Wang, Ye
    Wan, Changfeng
    Zheng, Xiaoqi
    Wang, Zhiyong
    GREEN CHEMISTRY, 2009, 11 (12) : 1973 - 1978
  • [9] Direct Oxidative Coupling of Enamines and Electron-Deficient Amines: TBAI/TBHP-Mediated Synthesis of Substituted Diaminoalkenes under Metal-Free Conditions
    Yuan, Yucheng
    Hou, Wenjuan
    Zhang-Negrerie, Daisy
    Zhao, Kang
    Du, Yunfei
    ORGANIC LETTERS, 2014, 16 (20) : 5410 - 5413
  • [10] Oxidative coupling of thiols in solution and under solvent-free conditions
    Shirini, F
    Zolfigol, MA
    Khaleghi, M
    MENDELEEV COMMUNICATIONS, 2004, 14 (01) : 34 - 35
12345