Five-membered ring systems: with more than one N atom DOI
Larry Yet

Progress in heterocyclic chemistry, Journal Year: 2023, Volume and Issue: unknown, P. 281 - 332

Published: Jan. 1, 2023

Language: Английский

Multicomponent Click Reaction: An Indispensable Tool for Easy Access of Functionalized 1,2,3‐Triazoles DOI

Mangal S. Yadav,

Sanchayita Rajkhowa, Sumit K. Singh

et al.

ChemistrySelect, Journal Year: 2024, Volume and Issue: 9(18)

Published: May 6, 2024

Abstract Multicomponent reactions are operationally simple and display a significant role in diverse chemical modification by reducing reaction times as well additional steps involved. In this review, we highlighted the impact of multi‐component assistance with modular Click chemistry to develop library triazole‐appended scaffolds including 1,2,3‐triazole‐fused heterocycles, glycoconjugates, macrocycles combinatorial synthesis differently functionalized triazoles along mechanistic insights range applications field medicinal chemistry.

Language: Английский

Citations

9
Nitrogen heterocycle construction in aqueous mediums: A sustainable tool for molecular diversity DOI
Liu‐Liang Mao,

Lixia Quan,

Yunyun Liu

et al.

Current Opinion in Green and Sustainable Chemistry, Journal Year: 2023, Volume and Issue: 40, P. 100756 - 100756

Published: Jan. 14, 2023

Language: Английский

Citations

12
Transition‐Metal‐Free Synthesis of N‐Heterocyclic Compounds via Multi‐Component Reactions DOI Open Access

Dhruba Jyoti Boruah,

Lodsna Borkotoky,

Uma Devi Newar

et al.

Asian Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 12(9)

Published: July 29, 2023

Abstract Multicomponent reactions (MCRs) have emerged as powerful tools in synthetic chemistry for the efficient synthesis of diverse molecular scaffolds, particularly nitrogen‐containing heterocycles. Despite their numerous advantages, use transition metal catalysts or additives MCRs can present limitations due to cost, toxicity, and environmental concerns. In recent years, there has been a growing interest metal‐free N ‐heterocyclic compounds. This review provides comprehensive concise overview advancements valuable ‐heterocycles over past five years. The is systematically organized, categorizing discussed based on size heterocyclic ring number nitrogen atoms. Only that result formation rings containing at least one atom are included, while derivatization using falls outside scope this review. By highlighting developments field, aims showcase potential significance sustainable strategies accessing elimination metals not only simplifies reaction conditions but also contributes greener more environmentally friendly approaches. serves resource researchers interested design application

Language: Английский

Citations

11
Advances in the Synthesis of α-Trifluoromethyl Ketones and Their Application via Defluorinative Reactions DOI
San-Zhu Cao, Yunyun Liu, Jie‐Ping Wan

et al.

Chinese Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: 45(1), P. 86 - 86

Published: Jan. 1, 2025

Language: Английский

Citations

0
Sodium Poly(heptazine imide)-Enabled Oxytrifluoromethylation of Alkenes for the Synthesis of α-CF3 Ketones DOI
Chen Bao, Xinyu Zhu,

Mengying Xu

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: March 29, 2025

This paper describes a NaPHI-catalyzed oxytrifluoromethylation of olefins under photoirradiation. The reaction is applicable for the synthesis α-trifluoromethyl ketones, which could be structurally elaborated into an array useful scaffolds. Mechanistic studies suggested that photoexcited NaPHI* facilitate formation singlet 1O2 through EnT process, thus enabling difunctionalization with trifluoromethyl radical and oxygen anion species.

Language: Английский

Citations

0
Cascade C–H Activation and Defluorinative Annulation of 2-Arylbenzimidazoles with α-Trifluoromethyl-α-diazoketones: Modular Assembly of 6-Fluorobenzimidazo[2,1-a]isoquinolines DOI

Zhongkang Dong,

Hengzhi Zhang,

Baiquan Wang

et al.

Organic Letters, Journal Year: 2023, Volume and Issue: 25(26), P. 4770 - 4775

Published: June 26, 2023

A novel Ru-catalyzed redox-neutral [4+2] cyclization of 2-arylbenzimidazoles with α-trifluoromethyl-α-diazoketones has been achieved through sequential C-H activation and defluorinative annulation. This synthetic protocol unlocks modular expeditious access to 6-fluorobenzimidazo[2,1-a]isoquinolines high efficiency excellent functional group compatibility. The resultant monofluorinated heterocyclic products can readily diversified by various nucleophiles.

Language: Английский

Citations

10
Copper‐Catalyzed [3+2] Annulation of Pyridinium Ylides with α‐CF3 Ketones: Synthesis of Functionalized 2‐Fluoroindolizines DOI

Shiming Shu,

Leilei Wang, Leiyang Lv

et al.

Asian Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 12(5)

Published: March 23, 2023

Abstract A copper‐catalyzed [3+2] annulation of the in situ generated pyridinium ylides with α‐CF 3 ketones was realized, which first acted as synthetic equivalents unstable fluoroalkynones. With this protocol, a series functionalized 2‐fluoroindolizines were afforded moderate to good yields under ambient conditions air oxidant.

Language: Английский

Citations

9
Combining Hydrodefluorination and Defluorophosphorylation for Chemo- and Stereoselective Synthesis of gem-Fluorophosphine Alkenes DOI

Ya‐Fei Hu,

Man-Hang Feng,

Peng‐Yuan Zhang

et al.

Organic Letters, Journal Year: 2023, Volume and Issue: 25(34), P. 6368 - 6373

Published: Aug. 18, 2023

A chemo-, regio-, and stereoselective reaction of trifluoromethyl enones, phenylsilane, phosphine oxides through a sequential hydrodefluorination defluorophosphorylation relay is developed for the synthesis distinctive gem-fluorophosphine alkenes. This multicomponent occurred under transition-metal-free conditions with good functional group tolerance. Moreover, preinstalled carbonyl auxiliary important tuning reactivity β-trifluoromethyl thereby enabling controllable selective functionalization two fluorine atoms in trifluoromethylated enones.

Language: Английский

Citations

9
Amine-Induced Selective C–C Bond Cleavage of 2,2,2-Trifluoroethyl Carbonyls for the Synthesis of Ureas and Amides DOI

Kuantao Mao,

Leiyang Lv, Zhiping Li

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(14), P. 10137 - 10146

Published: July 12, 2023

An efficient and selective transformation of 2,2,2-trifluoroethyl carbonyls into ureas/amides with amines is reported. This protocol allows the cleavage C–C bond under transition metal-free oxidant-free conditions, which in contrast to analogous C–F or C–CF3 functionalization. reaction reveals unexplored reactivity exhibits a broad substrate range good functional group tolerance.

Language: Английский

Citations

8
Metal-free synthesis of ketonitrilesviaC–F bond cleavage DOI
Ge Gao, Zhiping Li

New Journal of Chemistry, Journal Year: 2023, Volume and Issue: 47(13), P. 6171 - 6175

Published: Jan. 1, 2023

A new and practical cyanation of α-CF 3 carbonyls with aqueous ammonia is developed.

Language: Английский

Citations

7