A facile protocol for the synthesis of 3-aminoimidazo-fused heterocycles via the Groebke-Blackburn-Bienayme reaction under catalyst-free and solvent-free conditions

被引:96
|
作者
Vidyacharan, Shinde [1 ]
Shinde, Anand H. [1 ]
Satpathi, Bishnupada [1 ]
Sharada, Duddu S. [1 ]
机构
[1] Indian Inst Technol, Dept Chem, Hyderabad 502205, Andhra Pradesh, India
关键词
MULTICOMPONENT REACTIONS; 3-COMPONENT CONDENSATION; REGIOSELECTIVE SYNTHESIS; ANNULATED PYRIDINES; BENIGN SYNTHESIS; CHEMISTRY; PYRAZINES; CONSTRUCTION; PYRIMIDINES; INHIBITORS;
D O I
10.1039/c3gc42130a
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A one-pot catalyst, solvent, work-up and column free synthesis of 3-aminoimidazo-fused heterocycles by a three-component reaction of a 2-aminoheterocycle, aldehyde, and isocyanide is presented. This efficient and green protocol has the advantages of environmental friendliness, high yields and operational simplicity.
引用
收藏
页码:1168 / 1175
页数:8
相关论文
共 50 条
  • [1] Sustainable Synthetic Approaches for 3-Aminoimidazo-fused Heterocycles via Groebke-Blackburn-Bienayme Process
    Mathavan, Sivagami
    B. R. D. Yamajala, Rajesh
    CHEMISTRYSELECT, 2020, 5 (34): : 10637 - 10642
  • [2] Choline chloride/urea as a deep eutectic solvent/organocatalyst promoted three-component synthesis of 3-aminoimidazo-fused heterocycles via Groebke-Blackburn-Bienayme process
    Shaabani, Ahmad
    Hooshmand, Seyyed Emad
    TETRAHEDRON LETTERS, 2016, 57 (03) : 310 - 313
  • [3] Diversity-oriented synthesis of fused-imidazole derivatives via Groebke-Blackburn-Bienayme reaction: a review
    Devi, Nisha
    Rawal, Ravindra K.
    Singh, Virender
    TETRAHEDRON, 2015, 71 (02) : 183 - 232
  • [4] Acetyl cyanide as a cyanide source in a tandem catalyst-free modified Groebke-Blackburn-Bienayme [4+1]-cycloaddition-Strecker cascade
    Martinez-Ariza, Guillermo
    Nunez-Rios, Jose
    Lee, Yeon-Sun
    Hulme, Christopher
    TETRAHEDRON LETTERS, 2015, 56 (08) : 1038 - 1040
  • [5] Efficient synthesis of glycosylated imidazo[1,2-a]pyridines via solvent catalysed Groebke-Blackburn-Bienayme reaction
    Shankar, Bhawani
    Kumar, Banty
    Kumar, Sumit
    Arora, Aditi
    Kavita, Rashmi
    Tomar, Rashmi
    Singh, Brajendra K.
    CARBOHYDRATE RESEARCH, 2023, 534
  • [6] Green and catalyst-free synthesis of aminoanthraquinone derivatives in solvent-free conditions
    Sardashti-Birjandi, Arezoo
    Mollashahi, Ebrahim
    Maghsoodlou, Malek Taher
    Yazdani-Elah-Abadi, Afshin
    RESEARCH ON CHEMICAL INTERMEDIATES, 2021, 47 (09) : 3597 - 3608
  • [7] Synthesis of bis(indolyl)methanes under catalyst-free and solvent-free conditions
    Dhumaskar, Kashinath L.
    Tilve, Santosh G.
    GREEN CHEMISTRY LETTERS AND REVIEWS, 2012, 5 (03) : 353 - 402
  • [8] A highly efficient synthesis of imidazo-fused polyheterocycles via Groebke-Blackburn-Bienayme reaction catalyzed by LaCl3•7H2O
    Shinde, Anand H.
    Srilaxmi, Malipatel
    Satpathi, Bishnupada
    Sharada, Duddu S.
    TETRAHEDRON LETTERS, 2014, 55 (43) : 5915 - 5920
  • [9] Synthesis of unsymmetrical bis-heterocycles containing the imidazo [2,1-b]thiazole framework and their benzo[d]fused analogues by an acid-free Groebke-Blackburn-Bienayme reaction
    Kishore, Kranthi G.
    Islas-Jacome, Alejandro
    Renteria-Gomez, Angel
    Conejo, Alain S.
    Basavanag, Unnamatla M. V.
    Wrobel, Kazimierz
    Gamez-Montano, Rocio
    TETRAHEDRON LETTERS, 2016, 57 (31) : 3556 - 3560
  • [10] Green and catalyst-free synthesis of aminoanthraquinone derivatives in solvent-free conditions
    Arezoo Sardashti-Birjandi
    Ebrahim Mollashahi
    Malek Taher Maghsoodlou
    Afshin Yazdani-Elah-Abadi
    Research on Chemical Intermediates, 2021, 47 : 3597 - 3608