Synthesis of quinazoline by decarboxylation of 2-aminobenzylamine and α-keto acid under visible light catalysis

Yang, Jiangnan; Xie, Zong‐Bo; Jin, Liang; Chen, Xuehua; Zhang, Le

doi:10.1039/d2ob00219a

Cited by 16 publications

(6 citation statements)

References 55 publications

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“…Le et al ( 2022) synthesized quinazolines by the condensation of 2-aminobenzylamines 4 and α-ketoacids 28 followed by blue-light LED irradiation at room temperature. The reaction of 2-aminobenzylamines 4 and α-ketoacids 28 in the presence of an organic dye photocatalyst, Rose Bengal, in DMF under air in blue-light LED irradiation at room temperature for 16 h gave the corresponding quinazolines 29 in 26-88% yields (Scheme 14) [74]. Transition-metalfree, additive-free, external-oxidizing-agent-free, and simple and mild reaction conditions made this a green and environmentally friendly process.…”

Section: From O-functionalized Anilines/aminesmentioning

confidence: 99%

Recent Advances in the Transition-Metal-Free Synthesis of Quinazolines

Tamatam

Shin

2023

Molecules

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Quinazolines are a privileged class of nitrogen-containing heterocycles, widely present in a variety of natural products and synthetic chemicals with a broad spectrum of biological and medicinal activities. Owing to their pharmaceutical applications and promising biological value, a variety of synthetic methodologies have been reported for these scaffolds. From the perspective of green and sustainable chemistry, transition-metal-free synthesis provides an alternative method for accessing several biologically active heterocycles. In this review, we summarize the recent progress achieved in the transition-metal-free synthesis of quinazolines and we cover the literature from 2015 to 2022. This aspect is present alongside the advantages, limitations, mechanistic rationalization, and future perspectives associated with the synthetic methodologies.

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Section: From O-functionalized Anilines/aminesmentioning

confidence: 99%

Recent Advances in the Transition-Metal-Free Synthesis of Quinazolines

Tamatam

Shin

2023

Molecules

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“…The most frequent syntheses require a lot of oxidants, a lot of heat, and other harsh conditions. In this investigation, quinazoline compounds were produced without the use of transition metal catalysts or additives by condensation of keto acid and 2aminobenzylamine followed by decarboxylation at room temperature 6 .…”

Section: Biological Significance Of the Quinazoline And Its Derivativ...mentioning

confidence: 99%

Nanocatalyzed Synthetic Approach for the Quinazolinone and Quinazoline Derivatives: A Review (2015 – Present)

Vishwakarma

Kashaw

2023

J. Drug Delivery Ther.

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Due to their diverse chemical reactivities and essential range of biological action, quinazolines and their derivatives rank among the most significant heterocyclic compounds. Quinazoline and quinazolinone scaffolds pharmacological properties have sparked medicinal chemists' interest in creating original medications or drug candidates. The growth of quinazoline hybrid lead compounds and the related heterocycles is summarised in the current review of medicinal chemistry. Additionally, by shedding light on the potential significance of these hybridised pharmacophoric characteristics in the demonstrating a range of pharmacological activities, the review contributes to the acceleration of the drug development process. Keywords: Fused Heterocycles, Quinazolinone and Quinazoline Derivatives, Drug Development

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“…Quinoxalines and their derivatives have gained a great deal of attention in medicinal chemistry due to their diverse biological activities [ 214 ]. Additionally, quinoxaline derivatives have been reported for applications in fields such as organic semiconductors [ 215 ], dyes [ 216 ], organic photovoltaics [ 217 ] etc.…”

Section: Two-nitrogen-containing-condensed Heterocycles With Multiple...mentioning

confidence: 99%

Green Synthesis of Aromatic Nitrogen-Containing Heterocycles by Catalytic and Non-Traditional Activation Methods

2023

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Recent advances in the environmentally benign synthesis of aromatic N-heterocycles are reviewed, focusing primarily on the application of catalytic methods and non-traditional activation. This account features two main parts: the preparation of single ring N-heterocycles, and their condensed analogs. Both groups include compounds with one, two and more N-atoms. Due to the large number of protocols, this account focuses on providing representative examples to feature the available methods.

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Synthesis of quinazoline by decarboxylation of 2-aminobenzylamine and α-keto acid under visible light catalysis

Abstract: Quinazoline compounds demonstrate a variety of physiological and pharmacological activities. However, the most common syntheses require large quantities of oxidants, high temperatures, and other extreme conditions. In this study, quinazoline...

Cited by 16 publications

References 55 publications

Recent Advances in the Transition-Metal-Free Synthesis of Quinazolines

Recent Advances in the Transition-Metal-Free Synthesis of Quinazolines

Nanocatalyzed Synthetic Approach for the Quinazolinone and Quinazoline Derivatives: A Review (2015 – Present)

Green Synthesis of Aromatic Nitrogen-Containing Heterocycles by Catalytic and Non-Traditional Activation Methods

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