An environmentally benign attribute for the expeditious synthesis of quinoxaline and its derivatives

被引:13
|
作者
Bhargava, Sangeeta [1 ]
Soni, Pooja [1 ]
Rathore, Deepti [1 ]
机构
[1] Univ Rajasthan, Dept Chem, Jaipur 302004, Rajasthan, India
关键词
Ionic liquids; Quinoxalines; Reusable media; Reusable catalyst; IONIC LIQUIDS; SOLVENT PROPERTIES; EFFICIENT; CATALYST;
D O I
10.1016/j.molstruc.2019.07.005
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
A simple, efficient, and environmentally friendly ionic liquid mediated protocol for the synthesis of quinoxaline derivatives using carbonyl substrate and phenylenediamines has been described. A range of ionic liquids were synthesized, characterized via IR, H-1 and C-13 NMR and used as a solvent as well as catalyst for above protocol. The catalytic activities of ILs were evaluated and the relationship between the catalytic activity and acidity was discussed. It was also found that among the all ILs, [Bmim]CF3SO3 was the most effective, eco-friendly and less expensive solvent and catalyst for the above etiquette. This method is of significant value due to the eco-friendly nature of ionic liquid and non usage of separate catalyst to drive the reaction forward. The protocol proves to be efficient and environmentally benign in terms of good to excellent yields, low reaction times, simple work-up, ease of recovery, and reusability of ionic liquid for six times. (C) 2019 Published by Elsevier B.V.
引用
收藏
页数:7
相关论文
共 50 条
  • [1] Greener and Environmentally Benign Methodology for the Synthesis of Pyrazole Derivatives
    Sapkal, Aboli
    Kamble, Santosh
    [J]. CHEMISTRYSELECT, 2020, 5 (42): : 12971 - 13026
  • [2] An efficient and expeditious microwave-assisted synthesis of quinoxaline derivatives via nucleophilic heteroaromatic substitution
    Cuenca, Angela
    Perez, Suhey
    Yepez, Arlene
    Paredes, Luisar
    Montecinos, Luisana
    Llovera, Ligia
    Rodriguez, Cesar
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 2008, 45 (04) : 1199 - 1201
  • [3] Green is the New Black: Emerging Environmentally Friendly Prospects in the Synthesis of Quinoxaline Derivatives
    Phongphane, Lacksany
    Azmi, Mohamad Nurul
    [J]. MINI-REVIEWS IN ORGANIC CHEMISTRY, 2023, 20 (04) : 415 - 435
  • [4] Environmentally benign diastereoselective synthesis of granatane and tropane aldol derivatives
    Nodzewska, Aneta
    Bokina, Agnieszka
    Romanowska, Katarzyna
    Lazny, Ryszard
    [J]. RSC ADVANCES, 2014, 4 (56): : 29668 - 29681
  • [5] Environmentally benign synthesis of fluorinated pyrazolone derivatives and their antimicrobial activity
    Shelke, S. N.
    Dalvi, N. R.
    Kale, S. B.
    More, M. S.
    Gill, C. H.
    Karale, B. K.
    [J]. INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 2007, 46 (07): : 1174 - 1178
  • [6] Synthesis of Some Substituted Pyrazolopyrimidine Derivatives: An Environmentally Benign Approach
    Pathak, Arpit Kumar
    Gupta, Sharoni
    Punjabi, Pinki B.
    Ameta, Garima
    Ameta, Chetna
    [J]. JOURNAL OF HETEROCYCLIC CHEMISTRY, 2019, 56 (07) : 2056 - 2062
  • [7] Synthesis of novel quinoxaline derivatives and its cytotoxic activities
    Tanimori, Shinji
    Nishimura, Takeshi
    Kirihata, Mitsunori
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2009, 19 (15) : 4119 - 4121
  • [8] SYNTHESIS OF QUINOXALINE DERIVATIVES
    KUMASHIRO, I
    [J]. NIPPON KAGAKU ZASSHI, 1961, 82 (08): : 1068 - &
  • [9] An expeditious and environmentally benign methodology for the synthesis of substituted indoles from cyclic enol ethers and enol lactones
    Singh, Pankajkumar R.
    Surpur, Mandar P.
    Patil, Sachin B.
    [J]. TETRAHEDRON LETTERS, 2008, 49 (20) : 3335 - 3340
  • [10] An Efficient Organocatalyst for Environmentally Benign Synthesis of Pyranopyrazole Derivatives in Aqueous Medium
    Boukezzoula, Faiza
    Boumoud, Taoues
    Boumoud, Boudjemaa
    Debache, Abdelmadjid
    [J]. LETTERS IN ORGANIC CHEMISTRY, 2015, 12 (10) : 734 - 740