Triple C–H Activation/Annulation: In Situ Construction of Fluorescent Peptides DOI

Zhefan Zhang,

Tianyan Wan,

Qi Quan

и другие.

Organic Letters, Год журнала: 2024, Номер unknown

Опубликована: Дек. 4, 2024

Herein, we report a Rh(III)-catalyzed triple C-H activation-annulation of Phe-based peptides with alkynes for the preparation fluorescent peptides. The robustness this protocol is reflected by broad substrate scope, high atom- and step-economy, excellent chemo- site-selectivity. An in situ generated polycyclic aromatic hydrocarbon carbocation as fluorophore exhibits good fluorescence properties (maximum emission wavelength up to 628 nm) low cell cytotoxicity. synthetic utility method further demonstrated versatile product applications bioconjugation protein BSA specifically targeting lysosomes mitochondria live mammalian cells.

Язык: Английский

Applications of innovative synthetic strategies in anticancer drug Discovery: The Driving Force of new chemical reactions DOI
Han Wang, Xiaolong Ma, Lingyi Sun

и другие.

Bioorganic & Medicinal Chemistry Letters, Год журнала: 2025, Номер 119, С. 130096 - 130096

Опубликована: Янв. 9, 2025

Язык: Английский

Процитировано

1

Synthesis of Benzoisochromene Derivatives via C–H Activation-Initiated Cascade Formal [4+2] and [2+4] Annulation of Aryl Enaminone with Vinyl-1,3-dioxolan-2-one DOI

Chun Xia Yang,

Bin Li, Peng Shi

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Март 19, 2025

Cascade annulation reactions can assemble structurally intricate polycyclic molecules from simple starting materials with enhanced efficiency and minimized production of waste. Presented herein is a concise effective synthesis benzoisochromene derivatives based on C-H activation-initiated cascade formal [4+2]/[2+4] aryl enaminone vinyl-1,3-dioxolan-2-one. In constructing the six-membered carbocycle, acted as C4 synthon while vinyl-1,3-dioxolan-2-one C2 synthon. O-heterocycle, other hand, former latter C3O1 To our knowledge, this first simultaneous construction both carbocycle an O-heterocycle via concurrent C-H/C-N/C-O bond cleavage C-C/C-C/C-O formation. general, novel protocol features use readily obtainable substrates broad scope, excellent atom- step-economy, intriguing reaction pathway, valuable products.

Язык: Английский

Процитировано

1

Unveiling the Synthesis of Indole-Fused Eight-Membered Aza-Heterocycles via FeCl3–Catalyzed Radical C–N Coupling and Photophysical Studies DOI
Sakshi Singh, Maitreya Maity, Shantanu Pal

и другие.

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

Опубликована: Фев. 25, 2025

A novel strategy toward construction of indole-fused eight-membered heterocyclic rings through a radical pathway has been reported. Our approach involves tandem cyclization via FeCl3-catalyzed cross-dehydrogenative double C–N bond formation using DDQ as an oxidant under mild condition. An EPR experiment and time course 1H NMR study confirm that the addition triggers pyrazole N-radical, which contributes to eight-member framework with good yield. The structural diversity synthetic utility have explored, along photophysical properties synthesized compounds.

Язык: Английский

Процитировано

0

Catalytic System-Controlled [4 + 1] and [4 + 2] Annulation for the Construction of Pyrazolo[1,2-a]indazoles and Pyrazolo[1,2-a]cinnolines from Pyrazolidinones and Diazo Indandiones DOI
Qiang Xiao,

Shulei Hu,

Feifei Fang

и другие.

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

Опубликована: Апрель 13, 2025

Pyrazolo[1,2-a]indazoles and pyrazolo[1,2-a]cinnolines can be constructed selectively via catalytic system-controlled C(sp2)-H activation/[4 + 1] cyclization 2] reaction, utilizing pyrazolidinones diazo indandiones. Employing two different Rh(III) catalysts, we successfully synthesized distinct types of nitrogen-containing heterocyclic compounds, pyrazolo[1,2-a]indazoles pyrazolo[1,2-a]cinnolines, respectively. Moreover, an inexpensive Ru(II) catalyst could also effectively generate with moderate to good yields. Overall, these methodologies offer advantages such as regioselectivity, broad substrate scope, operational simplicity, product availability.

Язык: Английский

Процитировано

0

Advancements in hydroxyapatite synthesis and surface modifications for emerging biomedical applications DOI

Abdulkadhar Mohamed Jalaludeen,

Ramprasath Ramakrishnan,

Sivagaami Sundari Gunasekaran

и другие.

Inorganic Chemistry Communications, Год журнала: 2024, Номер 170, С. 113414 - 113414

Опубликована: Ноя. 4, 2024

Язык: Английский

Процитировано

2

Synthesis of [4.6] Spirocarbocycles: A Base-promoted Ring-Expansion and Subsequent I2-mediated Regioselective Spirocyclization Protocol DOI
Nana Fei, Zongkang Wang, Peng He

и другие.

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(23), С. 6797 - 6803

Опубликована: Янв. 1, 2024

An efficient protocol for the synthesis of [4.6] spirocarbocycles by reacting cyclic β-ketoesters with aryl-fused 1,6-diyn-3-ones has been developed.

Язык: Английский

Процитировано

0

Synthesis of Functionalized Indoles by an Iridium-Catalyzed N–H Insertion Cascade: Nucleophilic Cyclization of Naphthylamines with α-Diazocarbonyl Compounds DOI
Xiaogang Wang, Chi Yang, Di Chen

и другие.

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

Опубликована: Ноя. 28, 2024

A novel iridium-catalyzed [3 + 2] annulation of naphthylamines and α-diazocarbonyl compounds was developed for the rapid assembly densely functionalized indoles. This new catalytic process represents first example a cascade intramolecular nucleophilic cyclization by N-H insertion amines. Various could be obtained in high yields with excellent functional group tolerance. The reaction affords valuable indole derivatives, enabling expedient access to heterocyclic analogues not easily accessible other methods.

Язык: Английский

Процитировано

0

Triple C–H Activation/Annulation: In Situ Construction of Fluorescent Peptides DOI

Zhefan Zhang,

Tianyan Wan,

Qi Quan

и другие.

Organic Letters, Год журнала: 2024, Номер unknown

Опубликована: Дек. 4, 2024

Herein, we report a Rh(III)-catalyzed triple C-H activation-annulation of Phe-based peptides with alkynes for the preparation fluorescent peptides. The robustness this protocol is reflected by broad substrate scope, high atom- and step-economy, excellent chemo- site-selectivity. An in situ generated polycyclic aromatic hydrocarbon carbocation as fluorophore exhibits good fluorescence properties (maximum emission wavelength up to 628 nm) low cell cytotoxicity. synthetic utility method further demonstrated versatile product applications bioconjugation protein BSA specifically targeting lysosomes mitochondria live mammalian cells.

Язык: Английский

Процитировано

0