Visible-light-mediated one-pot efficient synthesis of 1-aryl-1H,3H-thiazolo[3,4-a]benzimidazoles: a metal-free photochemical approach in aqueous ethanol

被引：7
|
作者：
Nazeef, Mohd [1 ]
Shivhare, Km Neha [1 ]
Ali, Shabir [2 ]
Ansari, Saif [1 ]
Siddiqui, I. R. [1 ]
机构：
[1] Univ Allahabad, Dept Chem, Lab Green Synth, Allahabad 211002, Uttar Pradesh, India
[2] Aligarh Muslim Univ, Dept Chem, Aligarh 202002, Uttar Pradesh, India
来源：
MOLECULAR DIVERSITY | 2021年 / 25卷 / 04期
关键词：
1-Aryl-1H-3H-thiazolo[3,4-a]benzimidazoles; Green synthesis; Visible light; Metal-free; Ethanol-water; BENZIMIDAZOLES; PHOTOCATALYSIS; SERIES;
D O I：
10.1007/s11030-020-10145-8
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
A new metal-free approach to construct medicinally valuable 1-aryl-1H,3H-thiazolo[3,4-a]benzimidazoles under visible light irradiation in aqueous ethanol medium at room temperature has been developed. The present process was performed with 1,2-phenylenediamines, aromatic aldehydes and 2-mercaptoacetic acid utilizing a simple household 22 W compact fluorescent lamp to generate C-S, C-N bonds through radical intermediates. This visible-light-promoted synthesis provides lower cost, operation simplicity and high functional groups tolerating ability with short reaction time and high yield under mild reaction conditions. [GRAPHICS]
引用
收藏
页码：2479 / 2486
页数：8
相关论文
共 50 条
  • [41] One-pot synthesis of 2-amino-5-aryl-5H-thiazolo[4,3-b]-1,3,4-thiadiazoles
    Shukurov, SS
    Kukaniev, MA
    Alibaeva, AM
    RUSSIAN CHEMICAL BULLETIN, 1996, 45 (03) : 724 - 725
  • [42] One-pot multistep synthesis of 3,4-fused isoquinolin-1(2H)-one analogs
    Li, Lianhai
    Chua, Waepril Kimberly S.
    TETRAHEDRON LETTERS, 2011, 52 (14) : 1574 - 1577
  • [43] An efficient, one-pot three-component synthesis of 4H-thiazolo[3,2-a][1,3,5]triazin-6-one derivatives
    Ubeid, Mustafa T.
    Thabet, Hamdy K.
    El-Feky, Said A.
    HETEROCYCLIC COMMUNICATIONS, 2016, 22 (01) : 43 - 47
  • [44] One-pot, Green and Efficient Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones or Thiones Catalyzed by Citric Acid
    Ghorbani-Choghamarani, Arash
    Taghipour, Tahereh
    Azadi, Gouhar
    JOURNAL OF THE CHINESE CHEMICAL SOCIETY, 2013, 60 (10) : 1202 - 1206
  • [45] One-pot synthesis of 3,4-disubstituted 1H-pyrroles from 2-tropanones
    Airaksinen, AJ
    Ahlgren, M
    Vepsäläinen, J
    JOURNAL OF ORGANIC CHEMISTRY, 2002, 67 (14): : 5019 - 5021
  • [46] Praseodymium methanesulfonate catalyzed one-pot synthesis of 3,4-dihydropyrimidin-2-(1H)-ones
    Wang, Min
    Song, Zhiguo
    Gong, Hong
    Jiang, Heng
    PREPARATIVE BIOCHEMISTRY & BIOTECHNOLOGY, 2008, 38 (01): : 105 - 114
  • [47] Silica sulfuric acid:: an efficient and reusable catalyst for the one-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones
    Salehi, P
    Dabiri, M
    Zolfigol, MA
    Fard, MAB
    TETRAHEDRON LETTERS, 2003, 44 (14) : 2889 - 2891
  • [48] Copper(II) Sulfamate: An Efficient Catalyst for the One-Pot Synthesis of 3,4-Dihydropyrimidine-2(1H)-ones and thiones
    Liu, Chen-Jiang
    Wang, Ji-De
    MOLECULES, 2009, 14 (02): : 763 - 770
  • [49] Ionic liquids catalyzed one-pot synthesis of 3,4-dihydropyrimidin 2(1H)-ones
    Peng, JJ
    Deng, YQ
    CHINESE JOURNAL OF ORGANIC CHEMISTRY, 2002, 22 (01) : 71 - 73
  • [50] One-pot synthesis of 3,4-dihydropyrimidin-2(1,H)-ones using chloroacetic acid as catalyst
    Yu, Yang
    Liu, Di
    Liu, Chunsheng
    Luo, Genxiang
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2007, 17 (12) : 3508 - 3510
12345