I2-Catalyzed three-component protocol for the synthesis of quinazolines

被引：60
|
作者：
Panja, Sumit Kumar [1 ]
Dwivedi, Nidhi [1 ]
Saha, Satyen [1 ]
机构：
[1] Banaras Hindu Univ, Fac Sci, Dept Chem, Varanasi 221005, Uttar Pradesh, India
来源：
TETRAHEDRON LETTERS | 2012年 / 53卷 / 46期
关键词：
Multicomponent reaction; One-pot synthesis; Green Chemistry; I-2-catalyst; 2-Amino-benzophenone; Aromatic aldehyde; Ammonium acetate; Solvent-free condition; MULTICOMPONENT REACTIONS; ORGANIC-SYNTHESIS; ATOM ECONOMY; LUNG-CANCER; DERIVATIVES; IODINE; ANTIBACTERIAL; INHIBITORS; ALDEHYDES; ERLOTINIB;
D O I：
10.1016/j.tetlet.2012.08.016
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
An efficient and one-pot three-component strategy for synthesizing highly functionalized quinazoline derivatives is presented. A mixture of 2-aminobenzophenone, aromatic aldehyde and ammonium acetate in the presence of I-2-catalyst provides desired products in excellent yields even at moderate temperature (40 degrees C) without the involvement of any chromatographic purification. Oxidizing and Lewis acidic properties of molecular I-2 have been utilized here. Detailed mechanism has been established based on an isolated intermediate and its single crystal X-ray crystallographic structure. (C) 2012 Elsevier Ltd. All rights reserved.
引用
收藏
页码：6167 / 6172
页数：6
相关论文
共 50 条
  • [1] I2-Catalyzed three-component synthesis of 3-selenylated pyrazolo[1,5-a]pyrimidines
    Choudhuri, Tathagata
    Paul, Suvam
    Sikdar, Papiya
    Das, Sourav
    Sawant, Sanghapal D.
    Bagdi, Avik Kumar
    NEW JOURNAL OF CHEMISTRY, 2024, 48 (21) : 9480 - 9485
  • [2] Copper-catalyzed three-component one-pot synthesis of quinazolines
    Ju, Jia
    Hua, Ruimao
    Su, Ji
    TETRAHEDRON, 2012, 68 (46) : 9364 - 9370
  • [3] Cobalt-Catalyzed Isocyanide-Based Three-Component Cascade for the Synthesis of Quinazolines
    Jiang, Shuai
    Cao, Wen-Bin
    Xu, Xiao-Ping
    Ji, Shun-Jun
    ORGANIC LETTERS, 2021, 23 (17) : 6740 - 6744
  • [4] I2-Catalyzed oxidative synthesis of N,4-disubstituted quinazolines and quinazoline oxides
    Jatangi, Nagesh
    Palakodety, Radha Krishna
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2019, 17 (15) : 3714 - 3717
  • [5] Three-Component Gold(I)-Catalyzed Alkoxyvinylation
    Hammarback, L. Anders
    Medina-Gil, Tania
    Sadurni, Anna
    Echavarren, Antonio M.
    ORGANIC LETTERS, 2024, 26 (30) : 6375 - 6379
  • [6] A new and facile CuCl2•2H2O-catalyzed one-pot three-component synthesis for quinazolines
    Saad, Syed Muhammad
    Khan, Khalid Mohammed
    Perveen, Shahnaz
    Voelter, Wolfgang
    Taha, Muhammad
    MONATSHEFTE FUR CHEMIE, 2015, 146 (11): : 1877 - 1880
  • [7] Copper-Catalyzed Domino Three-Component Approach for the Assembly of 2-Aminated Benzimidazoles and Quinazolines
    Tran, Lam Quang
    Li, Jihui
    Neuville, Luc
    JOURNAL OF ORGANIC CHEMISTRY, 2015, 80 (12): : 6102 - 6108
  • [8] A new and facile CuCl2·2H2O-catalyzed one-pot three-component synthesis for quinazolines
    Syed Muhammad Saad
    Khalid Mohammed Khan
    Shahnaz Perveen
    Wolfgang Voelter
    Muhammad Taha
    Monatshefte für Chemie - Chemical Monthly, 2015, 146 : 1877 - 1880
  • [9] A convergent synthesis of vinyloxyimidazopyridine via Cu(I)-catalyzed three-component coupling
    Samanta, Sadhanendu
    Mondal, Susmita
    Hajra, Alakananda
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2018, 16 (07) : 1088 - 1092
  • [10] Three-Component Synthesis of Diaryl Propargylamines Catalyzed by Copper
    Liang, Linfeng
    Liu, Jun
    Xu, Xiaobing
    Li, Yanzhong
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2009, 29 (10) : 1672 - 1675
12345