An Efficient, Eco-friendly and Sustainable One-Pot Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones Directly from Alcohols Catalyzed by Heteropolyanion-Based Ionic Liquids

Fu, Renzhong; Yang, Yang; Ma, Xudong; Sun, Yu; Li, Jin; Gao, Hang; Hu, Huaxing; Zeng, Xiaojun; Yi, Jun

doi:10.3390/molecules22091531

Cited by 15 publications

(3 citation statements)

References 120 publications

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“…The experimental results revealed that the introduction of MWs and HPAILs both significantly promoted the product yield (above 90%). Due to the its efficient, ecofriendly, and sustainable advantages, this solventfree MAIL route has currently been widely used in the tandem oxidative amidation of alcohols with amines, 359 the oxidative amidation of aldehydes, 360 as well as the facile synthesis of 3,4dihydropyrimidin-2(1H)-ones 361 and 2,3-dihydroquinazolin-4(1H)-ones. 362 4.2.3.…”

Section: Esterification and Transesterificationmentioning

confidence: 99%

Microwave Encounters Ionic Liquid: Synergistic Mechanism, Synthesis and Emerging Applications

Zhao,

Li,

Gao

2023

Chem. Rev.

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Progress in microwave (MW) energy application technology has stimulated remarkable advances in manufacturing and high-quality applications of ionic liquids (ILs) that are generally used as novel media in chemical engineering. This Review focuses on an emerging technology via the combination of MW energy and the usage of ILs, termed microwave-assisted ionic liquid (MAIL) technology. In comparison to conventional routes that rely on heat transfer through media, the contactless and unique MW heating exploits the electromagnetic wave−ions interactions to deliver energy to IL molecules, accelerating the process of material synthesis, catalytic reactions, and so on. In addition to the inherent advantages of ILs, including outstanding solubility, and well-tuned thermophysical properties, MAIL technology has exhibited great potential in process intensification to meet the requirement of efficient, economic chemical production. Here we start with an introduction to principles of MW heating, highlighting fundamental mechanisms of MW induced process intensification based on ILs. Next, the synergies of MW energy and ILs employed in materials synthesis, as well as their merits, are documented. The emerging applications of MAIL technologies are summarized in the next sections, involving tumor therapy, organic catalysis, separations, and bioconversions. Finally, the current challenges and future opportunities of this emerging technology are discussed.

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Section: Esterification and Transesterificationmentioning

confidence: 99%

Microwave Encounters Ionic Liquid: Synergistic Mechanism, Synthesis and Emerging Applications

Zhao,

Li,

Gao

2023

Chem. Rev.

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“…An efficient, eco-friendly and sustainable one pot synthesis of Biginelli adducts from oxidation of alcohol are reported over heteropolyanion-IL combination as a heterogeneous catalyst. [25] The heteropolyacids are anchored over ILs. The structure of catalysts represented in the Figure 4.…”

Section: Chemistryselectmentioning

confidence: 99%

Recent Advances in Homogeneous and Heterogeneous Catalyst in Biginelli Reaction from 2015‐19: A Concise Review

Chopda

Dave

2020

ChemistrySelect

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In the chemistry world, the year 1891 was considered as milestone year for the discovery of new type of heterocyclic compounds by Pietro Biginelli. The Biginelli protocol provides 3,4-dihydropyrimidin-2(1H)-ones/thiones in the presence of Bronsted acids and Lewis acids. Multifunctional Dihydropyrimidones (DHPMs) are displayed wide medicinal properties. Several of homogeneous and heterogeneous catalysts have been reported to improve the yield of product. This review includes the progress of ionic liquids, combination of ionic liquids with homogeneous & heterogeneous catalyst, homogeneous, heterogeneous and asymmetric catalyst took place in last five year (2015-2019) for Biginelli reaction. Most of catalysts showed good catalytic activity (more than 80 %) towards the synthesis of Biginelli adducts. [a] Mr. Scheme 1. Biginelli reaction. ChemistrySelect Reviews Figure 1. Structure of ionic liquids. Scheme 2. Synthesis of DHPMS by [C 3 SO 3 HDoim]HSO 4. Scheme 3. Synthesis of 7 by L-proline nitrate.ChemistrySelect Reviews

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“…The use of acidic-ionic liquids in the Biginelli reaction under microwave irradiation has been studied sparsely in the literature. [23][24][25][26] The preparation of these acidic-ionic liquids usually required a two-step procedure via zwitterions, and the purification of ionic liquids was not easily achieved.…”

Section: Introductionmentioning

confidence: 99%

An efficient and recyclable L-proline triflate ionic liquid catalyst for one-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones via the multi-component Biginelli reaction

Hua¹,

Tran²,

Lê³

2020

Arkivoc

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A simple, efficient, and environmentally-friendly process has been developed for the synthesis of L-proline triflate ionic liquid (L-ProTfO) from L-proline and triflic acid using ultrasound irradiation. The combination of Lproline triflate ionic liquid technology with microwave energy represents an attractive and rapid alternative to the conventional acid-base-catalyzed thermal process. The current method has several advantages, including high yield, short reaction time, and work-up simplicity. In addition, the L-proline triflate ionic liquid could be recycled and reused four times without a noticeable decrease in catalytic activity.

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An Efficient, Eco-friendly and Sustainable One-Pot Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones Directly from Alcohols Catalyzed by Heteropolyanion-Based Ionic Liquids

Cited by 15 publications

References 120 publications

Microwave Encounters Ionic Liquid: Synergistic Mechanism, Synthesis and Emerging Applications

Microwave Encounters Ionic Liquid: Synergistic Mechanism, Synthesis and Emerging Applications

Recent Advances in Homogeneous and Heterogeneous Catalyst in Biginelli Reaction from 2015‐19: A Concise Review

An efficient and recyclable L-proline triflate ionic liquid catalyst for one-pot synthesis of 3,4-dihydropyrimidin-2(1H)-ones via the multi-component Biginelli reaction

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