Microwave-Assisted One-pot Green Synthesis of 3-Methyl-4-((1-methyl-1H-indol-3-yl)methylene)isoxazol-5(4H)-ones

被引：0

作者：

Bireddy, Srinivasa Reddy ^{[1
]}

Gaddam, Ganga Reddy ^{[2
]}

Reddy, C. H. Venkata Ramana ^{[2
]}

机构：

[1] Mahatma Gandhi Inst Technol, Dept Chem, Hyderabad, Telangana, India

[2] Jawaharlal Nehru Technol Univ Hyderabad, Dept Chem, Hyderabad, Telangana, India

来源：

INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY | 2021年 / 31卷 / 04期

关键词：

Green conditions; Indole; Isaxozole; Knoevenagel condensation; L-Proline; Microwave irradiation; One-pot synthesis; FREE MULTICOMPONENT REACTIONS; SOLVENT-FREE; L-PROLINE; ANTIBACTERIAL ACTIVITY; ORGANIC-SYNTHESIS; EFFICIENT; CATALYST; DERIVATIVES;

D O I：

暂无

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

One-pot three component Knoevenagal condensation of 1-methyl-1H-indole-3-carbaldehyde with beta-ketoesters and hydroxylamine hydrochloride under microwave irradiation in the presence of L-Proline as a catalyst gave a series of 3-methyl-4-((1-methyl-1H-indol-3-yl)methylene)isoxazol-5(4H)-ones. The advantages of this protocol are green, efficient, less reaction time, easy workup, and high yields. Further, the catalyst can be recovered and reused.

引用

页码：603 / 612

页数：10

共 35 条

[1] Abele E., 2003, CHEMHRTEROCYCL COMPD, V39, P3, DOI DOI 10.1023/A:1023008422464
[2] Synthesis and antibacterial activity of some substituted 3-(aryl)- and 3-(heteroaryl)indoles
Al-Hiari, YM
Qaisi, AM
El-Abadelah, MM
Voelter, W
[J]. MONATSHEFTE FUR CHEMIE, 2006, 137 (02): : 243 - 248
[3] Bhalgat C.M., 2011, RES J PHARM TECH, V4, P247
[4] L-proline as an efficient asymmetric induction catalyst in the synthesis of chromeno[2,3-d]pyrimidine-triones, xanthenes in water
Bhattacharjee, Deboshikha
Sutradhar, Dipankar
Chandra, Asit K.
Myrboh, Bekington
[J]. TETRAHEDRON, 2017, 73 (25) : 3497 - 3504
[5] Microwave-assisted solvent-free heterocyclic synthesis
Bougrin, K
Loupy, A
Soufiaoui, M
[J]. JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY C-PHOTOCHEMISTRY REVIEWS, 2005, 6 (2-3) : 139 - 167
[6] Synthesis of new Δ2-isoxazoline derivatives and their pharmacological characterization as β-adrenergic receptor antagonists
Conti, P
Dallanoce, C
De Amici, M
De Micheli, C
Klotz, KN
[J]. BIOORGANIC & MEDICINAL CHEMISTRY, 1998, 6 (04) : 401 - 408
[7] Microwaves in organic synthesis.: Thermal and non-thermal microwave effects
de la Hoz, A
Díaz-Ortiz, A
Moreno, A
[J]. CHEMICAL SOCIETY REVIEWS, 2005, 34 (02) : 164 - 178
[8] A convenient, rapid and eco-friendly synthesis of isoxazoline heterocyclic moiety containing bridge at 2°-amine as potential pharmacological agent
Desai, J. T.
Desai, C. K.
Desai, K. R.
[J]. JOURNAL OF THE IRANIAN CHEMICAL SOCIETY, 2008, 5 (01) : 67 - 73
[9] Microwave irradiation in solvent-free conditions:: an eco-friendly methodology to prepare indazoles, pyrazolopyridines and bipyrazoles by cycloaddition reactions
Díaz-Ortiz, A
de la Hoz, A
Langa, F
[J]. GREEN CHEMISTRY, 2000, 2 (04) : 165 - 172
[10] Chemistry and Biology Of Multicomponent Reactions
Domling, Alexander
Wang, Wei
Wang, Kan
[J]. CHEMICAL REVIEWS, 2012, 112 (06) : 3083 - 3135

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