Multi‐Component Reaction of 6‐Aminouracils, Aldehydes and Secondary Amines: Conversion of the Products into Pyrimido[4,5‐<i>d</i>]pyrimidines through C‐H Amination/Cyclization

Borpatra, Paran J.; Rastogi, Gaurav; Saikia, B. Shriya; Deb, Mohit L.; Baruah, Pranjal K.

doi:10.1002/slct.201900210

Cited by 16 publications

(3 citation statements)

References 93 publications

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“…Borpartra and co-workers [66] reported the synthesis of pyrimido [4,5-d]-pyrimidines (54) from a 3CR of 6-aminouracils (a), aldehydes (b) and secondary amines (c) in ethanol as a solvent at room temperature using acetic acid as a catalyst, as shown in Scheme 47. The process begins with the initial reaction of 6-Aminouracil (a) and aldehyde (b), followed by the amine attack.…”

Section: C-h Functionalisationmentioning

confidence: 99%

Multicomponent Reactions as an Efficient and Facile Alternative Route in Organic Synthesis and Applications

Mohlala¹,

Rashamuse²,

Coyanis³

2023

Preprint

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Multicomponent reactions (MCRs) have been used for more than a century; since their discovery in 1850 by Strecker. To date, MCRs route is regarded as a beneficial strategy due to its capacity to quickly produce molecular diversity and structural complexity of interest for a variety of applications. Despite having famous MRCs such as the Ugi, Passerini, Biginelli, and Hantzsch, this re-view portrays the importance of MCRs in the synthesis of desired products towards applications such as medicinal purposes, sustainable chemistry, and polymerisation. MCRs provide ad-vantages such as reducing the number of sequential multiple reactions to one step, atom economy, recyclable catalysts, mild conditions, preventing waste and reduce solvent use.

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Section: C-h Functionalisationmentioning

confidence: 99%

Multicomponent Reactions as an Efficient and Facile Alternative Route in Organic Synthesis and Applications

Mohlala¹,

Rashamuse²,

Coyanis³

2023

Preprint

View full text Add to dashboard Cite

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“…83 Recently, the group of Baruah extended this reactivity, reporting a direct reaction of 6-aminouracils (2) with aldehydes (1) and secondary amines (55) as starting components, catalyzed by acetic acid via domino aza-Michael reaction at room temperature (Scheme 30). 84 First, they synthesized intermediate (56) and were able to convert it to the desired pyrimido [4,5-d]-pyrimidine products (57) by using I2-TBHP at room temperature in ethanol through an intramolecular cyclization. Scheme 30.…”

Section: Synthesis Of Pyrimido-pyrimidine Compoundsmentioning

confidence: 99%

“…Synthesis of pyrimido [4,5-d]pyrimidines. 84 In 2017 85 group of Mohammadi Ziarani showed a simple and efficient method for synthesizing tetrahydropyrimido [4,5-b]quinoline scaffolds (6) via a three-component reaction (Scheme 31). They accomplished the one-pot condensation of aromatic aldehydes (1), dimedone (5), and 6-aminouracil derivatives (2) in the presence of a catalytic amount of sulfonic acid functionalized nanoporous silica (SBA-15-…”

Section: Synthesis Of Pyrimido-pyrimidine Compoundsmentioning

confidence: 99%

Recent applications of aminouracil in multicomponent reactions

Javahershenas¹

2021

Arkivoc

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6-Aminouracil and its derivatives are versatile heterocyclic compounds and are frequently employed to synthesize a wide array of fused uracils annulated with other heterocyclic rings which can serve to address biological and pharmacological targets. Multicomponent reactions (MCRs) are important in the synthesis of natural products and pharmaceuticals by forming heterocyclic molecular frameworks with generally high atom-economy in a single reaction step. This review embraces various modern synthetic strategies, summarizing recent research developments providing fused 6-aminouracil derivatives and to highlight the progress based on MCRs between 2015 and 2020.

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Metal‐Free Oxidative CH Bond Functionalization

Dahatonde¹,

Bisht²,

Batra³

2022

Handbook of CH-Functionalization

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Direct replacement of an inert CH bond with a functional group is traditionally termed CH bond functionalization. Remarkable progress in the strategies for CH functionalization has enabled organic chemists to take advantage of the ubiquity of the CH bond in the chemical feedstock to construct complex molecules. The CH bond functionalizations, resulting in a CC or C–hetero bond that is conventionally achieved via metal‐mediated activation of inert CH bond, are now of paramount importance in modern synthetic chemistry. However, growing environmental concerns and issues about sustainability have inspired the development of metal‐free approaches to such useful CH functionalization reactions under oxidative conditions. During the last decade, there has been profound progress in the development of a variety of innovative metal‐free oxidative CH functionalization reactions and this article presents the assimilation of the literature since 2015, concerning the construction of CC and C–hetero (N, O, S, Se, Te, P, B) bonds using the strategy.

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Multi‐Component Reaction of 6‐Aminouracils, Aldehydes and Secondary Amines: Conversion of the Products into Pyrimido[4,5‐d]pyrimidines through C‐H Amination/Cyclization

Cited by 16 publications

References 93 publications

Multicomponent Reactions as an Efficient and Facile Alternative Route in Organic Synthesis and Applications

Multicomponent Reactions as an Efficient and Facile Alternative Route in Organic Synthesis and Applications

Recent applications of aminouracil in multicomponent reactions

Metal‐Free Oxidative CH Bond Functionalization

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