Green Protocol for the Novel Synthesis of Thiochromeno[4,3-b]pyridine and Chromeno[4,3-b]pyridine Derivatives Utilizing a High-Pressure System

被引:6
|
作者
Behbehani, Haider [3 ]
Dawood, Kamal M. [1 ]
Aryan, Fatemah A. [2 ]
Ibrahim, Hamada Mohamed [3 ,4 ]
机构
[1] Cairo Univ, Fac Sci, Chem Dept, Giza 12613, Egypt
[2] Publ Author Appl Educ & Training, Sci Dept, Coll Basic Educ, Safat 13092, Kuwait
[3] Kuwait Univ, Fac Sci, Chem Dept, Safat 13060, Kuwait
[4] Fayoum Univ, Fac Sci, Chem Dept, Al Fayyum 63514, Egypt
来源
ACS OMEGA | 2021年 / 6卷 / 49期
关键词
II INHIBITORY-ACTIVITY; ONE-POT SYNTHESIS; ANTIFUNGAL ACTIVITY; COUPLING REACTIONS; MOLECULAR DOCKING; TOPOISOMERASE-I; CHROMENOPYRIDINES; PYRIDINES; CHROMENE; STRATEGY;
D O I
10.1021/acsomega.1c05347
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A suitable and effective Q-tube-assisted strategy for the synthesis of novel, unrivalled thiochromeno[4,3-b]pyridine and chromeno[4,3-b]pyridine derivatives has been sophisticated, which includes ammonium acetate-mediated cyclocondensation reactions between 3-oxo-2-arylhydrazonopropanals and heterobenzocyclic ketones such as thiochroman-4-one and chroman-4-one, respectively. The high-pressure Q-tube reactor was shown to be superior to conventional heating. Furthermore, this Qtube reactor-assisted protocol is safe owing to facile pressing and sealing, a broad substrate scope, and simple work-up and purification processes, as well as being scalable and having a high atom economy. The proposed mechanistic route includes two sequential dehydrative stages. In this investigation, X-ray crystallographic analysis was performed to authenticate the targeted products.
引用
收藏
页码:34065 / 34074
页数:10
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