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在水中一锅法简便温和地构建密集功能化嘧啶 连续形成C-C和C-S键。

One-pot facile and mild construction of densely functionalized pyrimidines in water consecutive C-C and C-S bonds formation.

作者信息

Sahu Pramod K, Sahu Praveen K, Kaurav Manvendra S, Messali Mouslim, Almutairi Saud M, Sahu Puran L, Agarwal Dau D

机构信息

School of Studies in Chemistry, Jiwaji University Gwalior-474011 Madhya Pradesh India

Department of Industrial Chemistry, Jiwaji University Gwalior-474011 Madhya Pradesh India.

出版信息

RSC Adv. 2018 Oct 3;8(59):33952-33959. doi: 10.1039/c8ra04363a. eCollection 2018 Sep 28.

DOI:10.1039/c8ra04363a
PMID:35548808
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC9086688/
Abstract

Fused pyrimidines composed of alternating heteroatoms and a pyrimidine moiety were synthesized efficiently using readily available starting material 4-hydroxycoumarin, aromatic aldehydes, and urea/thiourea at room temperature. Acid, metal salts, and surfactants were screened for their influence on catalytic activity in three-component reactions and sodium lauryl sulphate (SLS) was used as the best catalyst with different concentrations. Screening results of catalyst loading from our investigation showed that good to excellent yields were obtained with 10 mol%. Our method efficiently synthesized heterocycles and avoided the use of hazardous solvents and conventional organic solvents. Our procedure which involves a surfactant is operationally simple, environmentally benign, has excellent yields, short reaction times, and synthetically is as efficient as conventional procedures using organic solvents.

摘要

使用易于获得的起始原料4-羟基香豆素、芳香醛和尿素/硫脲,在室温下高效合成了由交替杂原子和嘧啶部分组成的稠合嘧啶。筛选了酸、金属盐和表面活性剂对三组分反应催化活性的影响,并使用不同浓度的十二烷基硫酸钠(SLS)作为最佳催化剂。我们研究中的催化剂负载量筛选结果表明,10 mol%时可获得良好至优异的产率。我们的方法有效地合成了杂环化合物,避免了使用危险溶剂和传统有机溶剂。我们涉及表面活性剂的方法操作简单、环境友好、产率优异、反应时间短,并且在合成效率上与使用有机溶剂的传统方法相当。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3c33/9086688/5a0bd0cd12fe/c8ra04363a-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3c33/9086688/261d127caee4/c8ra04363a-f1.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3c33/9086688/5d9143ae1d6d/c8ra04363a-f3.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3c33/9086688/5a0bd0cd12fe/c8ra04363a-s4.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3c33/9086688/261d127caee4/c8ra04363a-f1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3c33/9086688/5adfcb7416b8/c8ra04363a-s1.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3c33/9086688/fe33f9335413/c8ra04363a-f2.jpg
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