Synthesis of 1,4‐Naphthoquinones via Palladium(II)‐Catalyzed Tertiary C−H Alkylation of Olefins Followed by C−C Bond Cleavage DOI
Xu Zhang,

Mengfan Chang,

Tongtong Ni

et al.

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Nov. 28, 2024

Abstract An efficient method has been developed for the preparation of 1,4‐naphthoquinones via a palladium‐catalyzed reaction 2‐aryl‐1,3‐indandiones with olefins. This involves tertiary C−H alkylation olefins to produce alcohol, followed by C−C bond cleavage.

Language: Английский

Inhibitory effects of carbohydrazide indole derivative on micro-blood vessel growth using ex vivo, in vivo, and in vitro assays DOI

Bayan Jamal Khaleel,

H. Salman, Haitham Mahmood Kadhim

et al.

In Vitro Cellular & Developmental Biology - Animal, Journal Year: 2025, Volume and Issue: unknown

Published: March 6, 2025

Language: Английский

Citations

3
Total Synthesis of Cephanolide A and Harringtonolide: A Unified Strategy Connecting Benzenoid and Troponoid Cephalotaxus Diterpenoids DOI Creative Commons

Zi-An Zhang,

Xu-cheng Gan,

Guang Tian

et al.

Published: Feb. 14, 2024

The fascinating benzenoid and troponoid Cephalotaxus diterpenoids are highly related biosynthetically, both of which popular targets for total synthesis. Herein, we describe a unified strategy the concise synthesis cephanolide A harringtonolide in 14 16 steps respectively. Palladium catalyzed Csp2-Csp3 cross-coupling followed by doubly electron-deficient intramolecular Diels-Alder reaction secure rapid construction carbon framework. Late-stage benzenoid-to-troponoid ring expansion was accomplished employing Büchner-Curtius-Schlotterbeck (BCS) reaction, furnishing two from A. This work shed light on chemical synthetic connection between diterpenoids.

Language: Английский

Citations

7
Selective nitrogen insertion into aryl alkanes DOI Creative Commons

Zheng Zhang,

Decheng Li, Zengrui Cheng

et al.

Nature Communications, Journal Year: 2024, Volume and Issue: 15(1)

Published: July 17, 2024

Abstract Molecular structure-editing through nitrogen insertion offers more efficient and ingenious pathways for the synthesis of nitrogen-containing compounds, which could benefit development synthetic chemistry, pharmaceutical research, materials science. Substituted amines, especially alkyl heterocyclic are widely found in nature products drugs. Generally, accessing these compounds requires multiple steps, result low efficiency. In this work, a molecular editing strategy is used to realize using aryl alkanes as starting materials. Using derivatives O -tosylhydroxylamine source, method enables precise into C sp 2 -C 3 bond alkanes. Notably, further applications demonstrate that be prepare bioactive molecules with good efficiency modify skeleton Furthermore, plausible reaction mechanism involving transformation carbocation imine intermediates has been proposed based on results control experiments.

Language: Английский

Citations

7
The Assembly of Cerium(III)-Containing Silicotungstate with Lewis Acid–Base Sites Enables the Selective C3-Alkenylation of Oxindole DOI

Zhou-Fu Lin,

Guo‐Ping Yang, Wenjun Jiang

et al.

Inorganic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 30, 2024

A cerium(III)-containing silicotungstate, [H

Language: Английский

Citations

3
Recent developments in difunctionalization of unsaturated hydrocarbons with organosilicon reagents DOI
Jiawei Mao, Ming Chen,

Yao Zhong

et al.

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

Published: Oct. 29, 2024

Organosilicon compounds have attracted considerable attention because of their special biological activities. Direct difunctionalization unsaturated hydrocarbons with organosilicon reagents for the efficient construction synthetically valuable silicon-functionalized are featured a high step and atom economy, which could form carbon-silicon/carbon-carbon bonds or carbon-silicon/carbon-hetero in one step. This review summarizes recent advances on this topic based different along typical examples mechanisms.

Language: Английский

Citations

3
Skeletal Editing of Isoindolines to Tetralins DOI Open Access
Bin Huang,

Jiaqi Zou,

Shuihua Wang‎

et al.

Chemistry - A European Journal, Journal Year: 2025, Volume and Issue: unknown

Published: March 6, 2025

Abstract We present a skeletal editing strategy for transforming isoindolines into tetralins via cascade N‐atom removal deconstruction followed by Diels‐Alder reaction between in situ generated o‐ quinodimethanes and activated alkenes. This approach features broad substrate scope, excellent stereoselectivity, high yields, demonstrating its applicability to complex bioactive compounds natural products. Notably, case studies showcase the efficient construction of challenging spirocyclic bridged systems, underscoring method's versatility potential advancing applications synthetic chemistry.

Language: Английский

Citations

0
Synthesis of Benzofuro[3,2-c]quinolinones via One-Pot Reaction of 3-Chlorooxindoles and Salicylaldehydes DOI
Feng Wang, Shengbin Wang, Jiaqi Pan

et al.

Tetrahedron, Journal Year: 2025, Volume and Issue: unknown, P. 134568 - 134568

Published: Feb. 1, 2025

Language: Английский

Citations

0
Construction of Phosphonyl and Sulfonyl 3‐Methylene‐Oxindoles via Nucleophilic Vinylic Substitution DOI Open Access
Zhen Chen,

Xiao-Li Zhu,

Mengyuan Wu

et al.

ChemistrySelect, Journal Year: 2025, Volume and Issue: 10(11)

Published: March 1, 2025

Abstract 3‐Methylene‐substituted oxindoles play crucial roles as pharmaceutically important reagents well valuable synthons in medicinal and organic synthesis. In this study, a uniform nucleophilic vinylic substitution (S N V) reaction for the construction of phosphonyl sulfonyl substituted 3‐methylene‐oxindole was developed with application ( E )‐3‐(nitromethylene) oxindole powerful precursor. addition, preliminary study revealed that these have potential applications both constructing intriguing molecules serving antibacterial agents.

Language: Английский

Citations

0
Switchable skeletal editing of quinolines enabled by cyclizative sequential rearrangements DOI
Di Tian,

Yu‐Ping He,

Yang Li

et al.

Nature Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: April 7, 2025

Language: Английский

Citations

0
Tandem SNAr/Aldol Condensation of Oxindoles with o-Haloacetophenones Enables Modular Assembly of 2,3-Fused Indolines Bearing a Quaternary Carbon DOI
Zhiping Zheng,

Kai-Heng Yu,

Ziyuan Liu

et al.

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

Published: April 28, 2025

Described herein is a novel base-promoted [4 + 2] annulation reaction of 3-methyl-indolin-2-ones with ortho-haloacetophenones, which enables the modular and reliable synthesis 2,3-fused indolines bearing quaternary carbon. Two C-C bonds can be successively constructed through tandem sequence involving SNAr aldol condensation. This protocol highlighted by transition metal-free conditions, high efficiency, simple operation.

Language: Английский

Citations

0