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

Ayush Bhardwaj,

Rashi

et al.

ChemistrySelect, Journal Year: 2024, Volume and Issue: 10(1)

Published: Dec. 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.

Language: Английский

Recent advances in transition metal-catalyzed transformations in N,N-disubstituted enaminones DOI
Leiqing Fu, Jie‐Ping Wan

Tetrahedron Letters, Journal Year: 2023, Volume and Issue: 130, P. 154766 - 154766

Published: Sept. 26, 2023

Language: Английский

Citations

28

Iodine-Promoted Thioylation and Dicarbonylation of Enaminone α-C Sites: Synthesis of Fully Substituted Thiazoles via C═C Bond Cleavage DOI
Peng Zhao, You Zhou, Can Wang

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(4), P. 2505 - 2515

Published: Feb. 5, 2024

A novel iodine-promoted difunctionalization of α-C sites in enaminones was demonstrated as a means synthesizing variety fully substituted thiazoles by constructing C–C(CO), C–S, and C–N bonds. This transformation allows the realization unusual aryl C2 synthons simultaneously thioylation dicarbonylation sites. preliminary mechanistic study performed indicated that cleavage C═C bonds involves bicyclization/ring-opening oxidative coupling sequence.

Language: Английский

Citations

14

Catalytic C H activation-initiated transdiannulation: An oxygen transfer route to ring-fluorinated tricyclic γ-lactones DOI

Qiuyun Li,

Yannan Zhu, Yining Wang

et al.

Chinese Chemical Letters, Journal Year: 2024, Volume and Issue: 35(9), P. 109494 - 109494

Published: Jan. 6, 2024

Language: Английский

Citations

7

Recent advances in multicomponent synthesis of pyrazoles DOI
Jing Zhou,

Quan‐Quan Zhou,

Jie‐Ping Wan

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

Pyrazole moiety is considered as an important N-heterocycle in pharmaceuticals and many other functional molecules. The utilization of multicomponent reaction a major tool the current approaches pyrazole synthesis. Considering power significance synthesis, we review herein latest developments this field. According to typical features, contents are divided into reactions with different NN fragment sources, such hydrazine, hydrazone, amidine, nitrile, diazo compounds, ring construction, covering works published since 2019 date.

Language: Английский

Citations

6

Rh-Catalyzed and Self-Directed Aromatic C–H Activation of Enaminones to Divergent Alkenylated and Annulated Compounds DOI

Demao Chen,

Jie‐Ping Wan, Yunyun Liu

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 27, 2025

By means of simple Rh catalysis, the direct activation ortho-C-H bond in aryl enaminones has been realized with enaminone structure as a traceless directing fragment. The products resulting from C-H alkenylation and further annulation via intramolecular addition could be accessed depending upon alkenes. annulated used for easy synthesis valuable 2-aza-fluorenones one-pot operation by employing NH4OAc.

Language: Английский

Citations

0

Electrochemical cascade pyrazole annulation and C-H halogenation for the synthesis of 4-halopyrazoles DOI Creative Commons
Haijin Guo, Yunyun Liu, Jie‐Ping Wan

et al.

Green Synthesis and Catalysis, Journal Year: 2023, Volume and Issue: unknown

Published: Oct. 1, 2023

The synthesis of 4-halo-functionalized pyrazoles by electrochemical cascade reactions between N,N-dimethyl enaminones and proper hydrazine reagents in the presence a halogen source is realized at room temperature. work provides tunable efficient accesses to 4-chloro- 4-bromopyrazoles aqueous THF (tetrahydrofuran) without using any transition metal reagent.

Language: Английский

Citations

9

A simple, facile and greener route to thiazolo[3,2- c ]pyrimidinones in semi-aqueous medium and their antibacterial properties DOI

Kübra Uysal,

Muhammet Yıldırım,

Hamza Karakuş

et al.

Synthetic Communications, Journal Year: 2024, Volume and Issue: 54(6), P. 491 - 503

Published: Feb. 10, 2024

By using easily accessible heterocyclic enamines, acetaldehyde (or formaldehyde) and primary amines as suitable precursors, a water-assisted three-component synthesis of new 3-oxothiazolo[3,2-c]pyridimines has been efficiently achieved in mild semi-aqueous medium. All the cyclization reactions under optimized catalyst-free conditions furnish target compounds 40–100% yields. Although cyclizations with arylamines presence formaldehyde yield moderate to good yields, certain involving aryl do not result any product formation. Structural characterization all products were performed by means FT-IR,1H 13C NMR HRMS analyses. Besides, some demonstrated bacteriostatic effects antibacterial study conducted against S. aureus epidermidis bacteria.

Language: Английский

Citations

3

Design, Synthesis, and Herbicidal Evaluation of Pyrrolidinone-Containing 2-Phenylpyridine Derivatives as Novel Protoporphyrinogen Oxidase Inhibitors DOI
Meng Zhang,

Hui Cai,

Pang Chen

et al.

Journal of Agricultural and Food Chemistry, Journal Year: 2024, Volume and Issue: 72(18), P. 10218 - 10226

Published: April 26, 2024

In this work, a series of pyrrolidinone-containing 2-phenylpyridine derivatives were synthesized and evaluated as novel protoporphyrinogen IX oxidase (PPO, EC 1.3.3.4) inhibitors for herbicide development. At 150 g ai/ha, compounds

Language: Английский

Citations

3

Construction of 1,4-Dihydropyridines: The Evolution of C4 Source DOI
Siyu Song, Yongchao Wang, Fuchao Yu

et al.

Topics in Current Chemistry, Journal Year: 2023, Volume and Issue: 381(5)

Published: Sept. 25, 2023

Language: Английский

Citations

7

Rh‐catalyzed three‐component synthesis of diverse N‐aryl pyrazoles via cascade pyrazole annulation and aryl C‐H addition to alkenes DOI

Xinyuan Wen,

Jie‐Ping Wan, Ming Zhang

et al.

Applied Organometallic Chemistry, Journal Year: 2024, Volume and Issue: 38(9)

Published: July 5, 2024

A novel Rh‐catalyzed three‐component synthesis of N ‐( o ‐alkylaryl) pyrazoles via cascade pyrazole annulation and aryl C‐H conjugate addition to alkenes has been developed with enaminones, hydrazines, functionalized as starting materials. The raw materials used in this reaction are simple, cheap, readily available, the reactions feature excellent step economy by furnishing products formation a ring key activation one‐step operation. Moreover, proceeds smoothly under air atmosphere, making it easy operate.

Language: Английский

Citations

2