An Efficient and Sustainable Protocol for the Synthesis of Poly-Functionalized-Pyran Derivatives under Ultrasound Irradiation

被引:10
|
作者
Shabalala, Nhlanhla Gracious [1 ]
Hadebe, Nontuthuko Pamela [1 ]
Kerru, Nagaraju [1 ]
Maddila, Suresh [1 ]
van Zyl, Werner E. [1 ]
Jonnalagadda, Sreekantha B. [1 ]
机构
[1] Univ KwaZulu Natal, Sch Chem & Phys, ZA-4000 Durban, South Africa
基金
新加坡国家研究基金会;
关键词
Green protocol; multicomponent synthesis; one-pot reaction; poly-functionalized pyrans; ultrasound irradiation; THIOBARBITURIC ACID-DERIVATIVES; ONE-POT SYNTHESIS; MULTICOMPONENT SYNTHESIS; ANTITUMOR-ACTIVITY; GREEN SYNTHESIS; CATALYST; FACILE; SONOCHEMISTRY;
D O I
10.1080/10406638.2020.1743331
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A highly efficient and catalyst-free green synthetic protocol is developed for the synthesis of two series of poly-functionalized pyran derivativesviathe one-pot reaction of aromatic aldehydes, malononitrile, and either dimedone or 1,3-dimethyl barbituric acid with EtOH: H2O (1:1 v/v) as solvent under ultrasound irradiation. Excellent yields (90-99%) of desired pyran derivatives were obtained for rapid reaction time 5 min. The structural features of the synthesized compounds were fully characterized by spectroscopic techniques (IR, (HRMSH)-H-1, and(13)C NMR). A simple workup, clean reaction profile, short reaction times, excellent yields, 95% atom economy, and 100% carbon efficiency are the benefits of the proposed protocol. In addition, the circumvention of the chromatographic separations is the further advantage of the procedure.
引用
收藏
页码:505 / 516
页数:12
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