Overview of Phenylhydrazine‐Based Organic Transformations DOI Open Access
Pragati Kushwaha,

Ayush Bhardwaj,

Rashi

и другие.

ChemistrySelect, Год журнала: 2024, Номер 10(1)

Опубликована: Дек. 30, 2024

Abstract Phenylhydrazines, comprised of a phenyl group attached with hydrazine unit, contribute potentially to organic synthetic transformations. Because the myriad applications, last decade has witnessed considerable upsurge interest perform various reactions catalyzed/mediated/promoted by phenylhydrazines. Some these have shown high regioselectivity in short reaction time under mild conditions. The emergence innumerable transformations utilizing phenylhydrazine unleashed numerous openings for development diverse heterocyclic scaffolds. Given importance this valuable chemical entity, review highlights methodologies Moreover, present article will considerably synthesis as well pharmaceutical chemistry. Academically, be interesting and informative researchers attempting develop new routes structures.

Язык: Английский

Decarboxylative Alkylation of Morita–Baylis–Hillman Acetates with Aliphatic Acids via Photochemical Iron-Mediated Ligand-to-Metal Charge Transfer DOI
Dan Yang,

Yu-Tong Mei,

Ziyi Guo

и другие.

The Journal of Organic Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Фев. 28, 2025

Carboxylic acids are bench-stable and readily available chemical feedstocks that function as optimal fundamental synthetic platforms for the construction of C(sp3)–C(sp3) bonds via decarboxylation processes. We present a novel practical protocol decarboxylative alkylation Morita–Baylis–Hillman acetates with various carboxylic photoinduced iron-mediated ligand-to-metal charge transfer (LMCT) process under redox-neutral conditions. This method exhibits remarkable tolerance to wide array acids, including primary, secondary, tertiary obviating requirement preactivated radical precursors. The preliminary mechanistic analyses indicate pathway is involved in this catalytic transformation.

Язык: Английский

Процитировано

2

N-Arylpyrazole based Scaffolds: Synthesis and biological applications DOI Creative Commons

Sumayya Akram,

Tooba Jabeen,

Sana Aslam

и другие.

Journal of Saudi Chemical Society, Год журнала: 2024, Номер 28(3), С. 101861 - 101861

Опубликована: Апрель 24, 2024

N-aryl pyrazoles are important building blocks in many biologically active compounds, natural products, pharmaceuticals, and industries. It is an moiety of various drugs exhibits extensive biological activities viz., antibiotic, anticancer, antifungal, anti-inflammatory, anti-coagulant, analgesic, antipyretic, anti-depressant, insecticidal, hyperglycemic activities. Various protocols have been designed for the synthesis facilitated by a wide variety metal-based catalysts at high or room temperature, metal free reactions, named multicomponent those occurring under different electromagnetic radiations. ligands found to promote Cu-catalyzed N-arylation pyrazole mild conditions short time. This review describes applications derivatives reported during 2019–2023.

Язык: Английский

Процитировано

6

A Base-dependent Switch in the Reactivity of Baylis–Hillman Ketones with Hydrazines: Access to N'-Alkyl Benzohydrazides and Fluorescent Dihydropyrazoles DOI

SACHIN SHARMA,

Ajit Kumar Jha,

Suman Kumawat

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

MBH ketones react with hydrazines in the absence of a base to afford fluorescent dihydropyrazoles, whereas addition Et 3 N leads formation benzohydrazides. Novel pyrazole analogues could be obtained by oxidation dihydropyrazoles.

Язык: Английский

Процитировано

0

Green Light Triggered Radical Annulation for the Synthesis of Indenone by Metal‐Free Photocatalysis DOI
Xing He,

Jia-Qi Ji,

Meng-Yan Zhao

и другие.

European Journal of Organic Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Авг. 23, 2024

Abstract Low‐energy light, endowing with excellent characteristics of lower energy, fewer side reactions, more abundance in solar light. The scenario has been developed for the fabrication indenone through a low‐energy green light driven radical annulation reaction between α‐keto acids and internal alkynes using Rhodamine 6G as photocatalyst. Various kinds substrates are suitable this methodology, affording corresponding indenones greener efficient manner.

Язык: Английский

Процитировано

2

Antibacterial and Antifungal Pyrazoles Based on Different Construction Strategies DOI

Muneeb Ur Rehman,

Fang He,

Xi Shu

и другие.

European Journal of Medicinal Chemistry, Год журнала: 2024, Номер 282, С. 117081 - 117081

Опубликована: Ноя. 20, 2024

Язык: Английский

Процитировано

2

Chemoselective Intramolecular Morita–Baylis–Hillman Reaction; Acrylamide and Ketone as Sluggish Reacting Partners on a Labile Framework DOI
Kishor Chandra Bharadwaj

The Journal of Organic Chemistry, Год журнала: 2024, Номер 89(2), С. 1073 - 1082

Опубликована: Янв. 2, 2024

Chemoselectivity is an important issue frequently encountered while working over labile precursors. Carbonyl compounds with a heteroatom at the β carbon are sensitive precursors because they prone to elimination under different conditions. Morita-Baylis-Hillman (MBH) reaction, although widespread method for C-C bond formation, has its own limitations. Acrylamide and ketone such limitations of MBH reaction. Using them together intramolecular (IMBH) reaction on framework significant 2-fold synthetic challenge. A highly chemoselective IMBH been established using 1,4-diazabicyclo[2.2.2]octane (DABCO) as promoter. The protocol leads quick access diversely substituted functionalized piperidone in high yields. Various substitution patterns form 34 successful examples have studied. diastereoselective version tolerance various functional protecting groups added advantages developed methodology. tertiary position ketone, however, led complete reversal selectivity gave only product. Control experiments toward better understanding pattern, role catalyst, mechanistic study carried out. As application adduct, one-step allylic rearrangement dihydropyridone also demonstrated.

Язык: Английский

Процитировано

1

Overview of Phenylhydrazine‐Based Organic Transformations DOI Open Access
Pragati Kushwaha,

Ayush Bhardwaj,

Rashi

и другие.

ChemistrySelect, Год журнала: 2024, Номер 10(1)

Опубликована: Дек. 30, 2024

Abstract Phenylhydrazines, comprised of a phenyl group attached with hydrazine unit, contribute potentially to organic synthetic transformations. Because the myriad applications, last decade has witnessed considerable upsurge interest perform various reactions catalyzed/mediated/promoted by phenylhydrazines. Some these have shown high regioselectivity in short reaction time under mild conditions. The emergence innumerable transformations utilizing phenylhydrazine unleashed numerous openings for development diverse heterocyclic scaffolds. Given importance this valuable chemical entity, review highlights methodologies Moreover, present article will considerably synthesis as well pharmaceutical chemistry. Academically, be interesting and informative researchers attempting develop new routes structures.

Язык: Английский

Процитировано

0