One-Pot Three-Component Domino Synthesis of Isoxazolo[5,4-b]pyrano[2,3-f]quinolines: An Efficient Fluorescent Turn-off Chemosensor for Picric Acid

被引：1
作者：
Rubina, Stephen Raja [1 ]
Leka, Sivakumar Indhu [1 ]
Priya, Karthikeyan Sathya [1 ]
Kumar, Raju Ranjith [1 ]
Murugesan, Sepperumal [1 ]
机构：
[1] Madurai Kamaraj Univ, Sch Chem, Madurai 625021, Tamil Nadu, India
来源：
CHEMISTRYSELECT | 2022年 / 7卷 / 45期
关键词：
Domino reaction; Fluorescence turn off; Picric acid sensor; Isoxazolo[5; 4-b]pyrano[2; 3-f]quinoline; Spiro oxindole; REGIOSELECTIVE SYNTHESIS; BIOLOGICAL EVALUATION; ANTIMICROBIAL AGENTS; CLEAN SYNTHESIS; CATALYST-FREE; DERIVATIVES; SPIROOXINDOLES; ISOXAZOLES; CONSTRUCTION; ANNULATION;
D O I：
10.1002/slct.202203902
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
The synthesis of novel isoxazolo[5,4-b]pyrano[2,3-f]quinoline hybrids has been achieved through a one-pot three-component reaction of 3-methyl-7,8-dihydroisoxazolo[5,4-b]quinolin-5(6H)-one, isatins or aromatic aldehydes and malononitrile in the presence of a base at ambient temperature. The reaction occurred through a domino Knoevenagel-Michael type addition-O-cyclization sequence in a single transformation to afford the products in excellent yields. One of the isoxazolo[5,4-b]pyrano[2,3-f]quinoline was found to be highly sensitive towards picric acid with a lower limit of detection of 1.2 mu M and quenching constant of 2.02x10(3) M-1
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页数：10
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