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

来源：

POLYCYCLIC AROMATIC COMPOUNDS | 2022年 / 42卷 / 02期

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

页码：505 / 516

页数：12

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