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

и другие.

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

Опубликована: Ноя. 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.

Язык: 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

и другие.

In Vitro Cellular & Developmental Biology - Animal, Год журнала: 2025, Номер unknown

Опубликована: Март 6, 2025

Язык: Английский

Процитировано

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

и другие.

Опубликована: Фев. 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.

Язык: Английский

Процитировано

7
Selective nitrogen insertion into aryl alkanes DOI Creative Commons

Zheng Zhang,

Decheng Li, Zengrui Cheng

и другие.

Nature Communications, Год журнала: 2024, Номер 15(1)

Опубликована: Июль 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.

Язык: Английский

Процитировано

5
Skeletal Editing of Isoindolines to Tetralins DOI Open Access
Bin Huang,

Jiaqi Zou,

Shuihua Wang‎

и другие.

Chemistry - A European Journal, Год журнала: 2025, Номер unknown

Опубликована: Март 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.

Язык: Английский

Процитировано

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

и другие.

Tetrahedron, Год журнала: 2025, Номер unknown, С. 134568 - 134568

Опубликована: Фев. 1, 2025

Язык: Английский

Процитировано

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

Xiao-Li Zhu,

Mengyuan Wu

и другие.

ChemistrySelect, Год журнала: 2025, Номер 10(11)

Опубликована: Март 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.

Язык: Английский

Процитировано

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

Yu‐Ping He,

Yang Li

и другие.

Nature Chemistry, Год журнала: 2025, Номер unknown

Опубликована: Апрель 7, 2025

Язык: Английский

Процитировано

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

и другие.

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

Опубликована: Апрель 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.

Язык: Английский

Процитировано

0
Single-Carbon Insertion into Single C–C Bonds with Diazirines DOI Creative Commons

Valero G. Alfonso,

Karen de la Vega‐Hernández, Marcos G. Suero

и другие.

Journal of the American Chemical Society, Год журнала: 2024, Номер unknown

Опубликована: Дек. 16, 2024

A novel platform for the skeletal editing of single C–C bonds via a single-carbon insertion has been developed using diazirines. This strategy involves photogeneration arylchlorocarbenes as carbynoid species that undergo site-selective carbene into tertiary C–H and subsequent Wagner–Meerwein rearrangement promoted by silver salt. Our based on formal selective carbyne bond demonstrated in six core-to-core conversions, including linear cyclic benzylic substrates, alkanes late-stage functionalizations.

Язык: Английский

Процитировано

2
Direct excitation of carbonyl cyclopropanes: From divergent pho-to-isomerization and annulation to unified reductive C-C cleavage DOI Creative Commons
Tin V. T. Nguyen, André Bossonnet, Duncan K. Brownsey

и другие.

Опубликована: Май 21, 2024

We report herein our studies on the direct photoactivation of carbonyl cyclopropanes to give biradical intermediates, leading selective cleavage more substituted carbon-carbon bond. Depending substrate structure, extended alkenes were isolated or directly reacted in a photo-Nazarov process bicyclic products. Based these results, unified reductive ring-opening reaction was developed by using diphenyl disulfide as HAT reagent. By performing sequential cyclopropanation/selective ring opening reaction, we achieved CH2 insertion into ,- bond both acyclic and cyclic un-saturated compounds. Our protocol therefore provides further tool for framework-editing carbocycles, com-plementing recent progress "skeletal editing" strategies.

Язык: Английский

Процитировано

1