The Literature of Heterocyclic Chemistry, Part X, 2005–2007

Беленький, Л. И.; Gramenitskaya, V. N.; Evdokimenkova, Yu. B.

doi:10.1016/b978-0-12-385464-3.00001-7

Cited by 21 publications

(2 citation statements)

References 1,401 publications

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“…Nitrogen heterocycles are found in a large number of biologically active natural products as well as synthetic compounds [1,2]. Amongst them, quinazolines are an attractive class of heterocycles and serve as building blocks in making advanced intermediates and active pharmaceutical ingredients (APIs) for the pharmaceutical industry [3,4].…”

Section: Introductionmentioning

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: Introductionmentioning

confidence: 99%

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

Tamatam

Shin

2023

Molecules

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“…N- Heterocyclic compounds are the most abundant and integral scaffolds that occur ubiquitously in a large number of bioactive natural products, synthetic drugs, pharmaceuticals, and agrochemicals . Among the various N- heterocycles, quinazolinones are a privileged class of compounds with a diverse spectrum of biological activities and therapeutic potential. , Quinazolinones are commonly prepared by the condensation of o -aminobenzamides with aldehydes using oxidants or carboxylic acid derivatives under harsh conditions.…”

Section: Introductionmentioning

confidence: 99%

Metal- and Oxidant-Free Synthesis of Quinazolinones from β-Ketoesters with o-Aminobenzamides via Phosphorous Acid-Catalyzed Cyclocondensation and Selective C–C Bond Cleavage

et al. 2015

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A general and efficient phosphorous acid-catalyzed cyclocondensation of β-ketoesters with o-aminobenzamides via selective C-C bond cleavage leading to quinazolinones is developed. This reaction proceeds smoothly under metal- and oxidant-free conditions, giving both 2-alkyl- and 2-aryl-substituted quinazolinones in excellent yields. This strategy can also be applied to the synthesis of other N-heterocycles, such as benzimidazoles and benzothiazoles.

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Nickel‐Catalyzed Construction of 2,4‐Disubstituted Imidazoles via C–C Coupling and C−N Condensation Cascade Reactions

Fang

Yang

et al. 2019

Adv Synth Catal

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A convenient Ni(II)‐catalyzed C−C and C−N cascade coupling reaction was developed to directly access various 2,4‐disubstituted imidazoles. The reaction scope covers a variety of aryl and aliphatic substitutions, which demonstrate moderate‐to‐excellent yields. The tolerance of halogen and N‐containing heterocyclic groups demonstrates the versatility of this method for further synthetic explorations.magnified image

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The Literature of Heterocyclic Chemistry, Part X, 2005–2007

Cited by 21 publications

References 1,401 publications

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

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

Metal- and Oxidant-Free Synthesis of Quinazolinones from β-Ketoesters with o-Aminobenzamides via Phosphorous Acid-Catalyzed Cyclocondensation and Selective C–C Bond Cleavage

Nickel‐Catalyzed Construction of 2,4‐Disubstituted Imidazoles via C–C Coupling and C−N Condensation Cascade Reactions

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