An Efficient One-Pot and Solvent-Free Synthesis of Chromeno[2,3-d]pyrimidine Derivatives: Microwave Assisted Reaction

Zonouzi, Afsaneh; Biniaz, Mojtaba; Mirzazadeh, Roghieh; Talebi, Merzieh; Ng, Seik Weng

doi:10.3987/com-10-11929

Cited by 29 publications

(9 citation statements)

References 29 publications

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“…All the products isolated were characterized by their FT‐IR, 1 H‐NMR, 13 C‐NMR, and elemental analysis; all known compounds had physical and spectroscopic data identical to the literature values .…”

Section: Resultsmentioning

confidence: 83%

“…Later on, a few more reports appeared describing the synthesis of benzopyranopyrimidine derivatives with a limited substitution pattern via multi‐step complex reaction procedures . However, one‐pot multicomponent synthetic protocols for such scaffolds have recently been reported based on the use of microwave irradiation or catalysts such as lithium perchlorate and the ionic liquid [Bmim]BF 4 ; despite such sincere attempts to overcome the existing drawbacks, no one of these three procedures is sufficient enough to attain “green credentials” for synthesizing this core. Hence, we have been motivated to develop a clean and efficient protocol for the synthesis of benzopyrano[2,3‐ d ]pyrimidines through a more convenient and eco‐friendly manner.…”

Section: Introductionmentioning

confidence: 99%

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Sodium Formate‐Catalyzed One‐Pot Synthesis of Benzopyranopyrimidines and 4‐Thio‐substituted 4H‐Chromenes via Multicomponent Reaction at Room Temperature

Brahmachari

Das

2014

Journal of Heterocyclic Chem

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A simple, straightforward and highly efficient multicomponent one-pot synthesis of a series of pharmaceutically interesting benzopyranopyrimidine and 4H-chromene derivatives has been developed on the basis of low-cost and environment-friendly sodium formate catalyst via tandem reactions of salicylic aldehydes, malononitrile, and cyclic secondary amines in ethanol at room temperature. Nature of nucleophile used in this reaction directs the course of the reaction; cyclic secondary amines result in the formation of benzopyrano[2,3-d]pyrimidines, whereas thiophenol furnish corresponding 4-thio-subtituted 4H-chromenes under the same reaction conditions. High atom-economy, good yields, eco-friendly, and mild reaction conditions are some of the important features of this protocol.

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Section: Resultsmentioning

confidence: 83%

Section: Introductionmentioning

confidence: 99%

Sodium Formate‐Catalyzed One‐Pot Synthesis of Benzopyranopyrimidines and 4‐Thio‐substituted 4H‐Chromenes via Multicomponent Reaction at Room Temperature

Brahmachari

Das

2014

Journal of Heterocyclic Chem

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“…Later on, a few more reports appeared describing the synthesis of benzopyranopyrimidine derivatives with a limited substitution pattern via complex multistep reaction procedures . However, one‐pot multicomponent synthetic protocols for such scaffolds have recently been reported based on the use of microwave irradiation or catalysts such as lithium perchlorate and the ionic liquid [Bmim]BF 4 ; despite such sincere attempts to overcome the existing drawbacks, not one of these three procedures is sufficient to attain “green credentials” for synthesizing this core.…”

Section: Designing Organic Transformations At Ambient Conditionsmentioning

confidence: 99%

Design of Organic Transformations at Ambient Conditions: Our Sincere Efforts to the Cause of Green Chemistry Practice

Brahmachari

2015

The Chemical Record

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This account summarizes our recent efforts in designing a good number of important organic transformations leading to the synthesis of biologically relevant compounds at room temperature and pressure. Currently, the concept of green chemistry is globally acclaimed and has already advanced quite significantly to emerge as a distinct branch of chemical sciences. Among the principles of green chemistry, one principle is dedicated to the "design of energy efficiency" - that is, to develop synthetic strategies that require less or the minimum amount of energy to carry out a specific reaction with optimum productivity - and the most effective way to save energy is to develop strategies/protocols that are capable enough to carry out the transformations at ambient temperature! As part of on-going developments in green synthetic strategies, the design of reactions under ambient conditions coupled with other green aspects is, thus, an area of current interest. The concept of developing reaction strategies at room temperature and pressure is now an emerging field of research in organic chemistry and is progressing steadily. This account is aimed to offer an overview of our recent research works directly related to this particular field of interest, and highlights the green chemistry practice leading to carbon-carbon and carbon-heteroatom bond-forming reactions of topical significance. Green synthetic routes to a variety of biologically relevant organic molecules (heterocyclic, heteroaromatic, alicyclic, acyclic, etc.) at room temperature and pressure are discussed.

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“…Benzopyrano [2,3-d]pyrimidine core was first synthesized by O'Callaghan from the condensation reaction of 2-iminocoumarin-3-carboxamides with aldehydes following a complex multi-step protocol [59,60]. Later on, a few more reports were appeared describing the synthesis of benzopyranopyrimidine derivatives with a limited substitution pattern via multistep complex reaction procedures [61][62][63][64]. However, one-pot multicomponent synthetic protocols for such scaffolds have recently been reported based on the use of microwave irradiation or catalysts such as lithium perchlorate and the ionic liquid [Bmim]BF 4 despite such sincere attempts to overcome the existing drawbacks, no one of these three procedures is sufficient enough to attain 'green credentials' for synthesizing this core [65].…”

Section: Synthesis Of Benzopyrano[23-d] Pyrimidines and 4-thio-substituted 4h-chromenesmentioning

confidence: 99%

Screening for Low-Cost, Efficient and Eco-Friendly Catalysts in Current Green Chemistry Practice: A Test Case with Sodium Formate

Brahmachari¹

2015

Trends in Green chem

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Among various green chemistry aspects, selection of catalysts for smooth running of a particular reaction with optimum yield is an important part of the chemical process. In addition to develop novel catalytic systems (homogeneous and heterogeneous catalysts) including nanomaterials and polymer grafting, still there is a tremendous scope in screening commercially available low-cost and less-toxic agents that can carry out an organic transformation of choice in an efficient manner under eco-friendly conditions. Synthetic chemists are engaged to explore this area of interest as one of the current trends in green chemistry, and as a result many such simple chemical entities have now appeared as promising catalysts in effecting a considerable number of organic reactions. Sodium formate is a low-cost commercially available substance which is reported as a less-toxic substance. We have recently demonstrated for the first time that sodium formate can be used as an efficient catalyst for smooth running of some organic transformations under eco-friendly conditions. This article sum-ups our experimental results on the catalytic efficacy of sodium formate as an eco-friendly catalyst in case of certain organic transformations of interest.

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An Efficient One-Pot and Solvent-Free Synthesis of Chromeno[2,3-d]pyrimidine Derivatives: Microwave Assisted Reaction

Cited by 29 publications

References 29 publications

Sodium Formate‐Catalyzed One‐Pot Synthesis of Benzopyranopyrimidines and 4‐Thio‐substituted 4H‐Chromenes via Multicomponent Reaction at Room Temperature

Sodium Formate‐Catalyzed One‐Pot Synthesis of Benzopyranopyrimidines and 4‐Thio‐substituted 4H‐Chromenes via Multicomponent Reaction at Room Temperature

Design of Organic Transformations at Ambient Conditions: Our Sincere Efforts to the Cause of Green Chemistry Practice

Screening for Low-Cost, Efficient and Eco-Friendly Catalysts in Current Green Chemistry Practice: A Test Case with Sodium Formate

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