Synthesis of Indazole Fused 2-Benzazepines with Polarity-Dependent Fluorescence Based on Formal [4 + 3] Annulation of 3-Aryl-1H-indazoles with Cyclopropenones DOI

Qianting Zhou,

Xu Haiyun,

Chang Gao

и другие.

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

Опубликована: Апрель 3, 2025

The effective assembly of benzazepine skeletons in a sustainable and atom-economical fashion remains challenging goal modern organic synthesis. Presented herein is novel synthesis indazole fused 2-benzazepine derivatives based on formal [4 + 3] annulation 3-aryl-1H-indazoles with cyclopropenones. formation products proceeds through Ir(III)-catalyzed aryl C-H bond metalation cyclopropenone ring-opening leading to acylation, followed by an intramolecular N-nucleophilic conjugated addition. By using this method, number valuable were effectively generated. This protocol addresses the challenges constructing medium-sized rings cascade C-H/C-C activation C-C/C-N formation. Moreover, photophysical properties thus obtained also evaluated. It turned out that all compounds tested showed solvent polarity-dependent fluorescence features, which could be potentially applied for revealing polarity their immediate environments.

Язык: Английский

Visible-light-induced C–S bond formation of pyrazolin-5-ones with thioureas to pyrazol-4-yl carbamimidothioates DOI
Renhua Zheng, Haichang Guo, Xiu-Rong Hu

и другие.

Molecular Catalysis, Год журнала: 2025, Номер 580, С. 115086 - 115086

Опубликована: Апрель 8, 2025

Язык: Английский

Процитировано

0
Photo-induced aerobic cross-coupling of quinoxalin-2(1H)-ones with electron-rich thiophenes DOI
Wei Huang, Tong Wang, Shuying Chen

и другие.

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

Опубликована: Янв. 1, 2025

Herein, an efficient aerobic cross-coupling of quinoxazolines with electron-rich thiophenes was presented. It's easy and effective access to 3-thiophenyl quinoxalinones without external photo-catalyst or transition-metal catalyst.

Язык: Английский

Процитировано

0
Sodium Iodide-Promoted Construction of Fully Substituted 4-Sulfenyl-5-aminopyrazole Derivatives DOI
Zhongming Huang, Hao Wu,

Meiqi Geng

и другие.

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

Опубликована: Май 21, 2025

Transition-metal-free synthesis of diversely substituted 4-sulfenyl-5-aminopyrazoles was developed under mild conditions through NaI-mediated three-component reaction β-ketonitriles, disulfides, and hydrazines. The pyrazole products were constructed via consecutive cleavage C-O S-S bonds recombination C-N C-S bonds. methodology features broad substrate scope, transition-metal-free conditions, easy manipulation.

Язык: Английский

Процитировано

0
Synthesis of Indazole Fused 2-Benzazepines with Polarity-Dependent Fluorescence Based on Formal [4 + 3] Annulation of 3-Aryl-1H-indazoles with Cyclopropenones DOI

Qianting Zhou,

Xu Haiyun,

Chang Gao

и другие.

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

Опубликована: Апрель 3, 2025

The effective assembly of benzazepine skeletons in a sustainable and atom-economical fashion remains challenging goal modern organic synthesis. Presented herein is novel synthesis indazole fused 2-benzazepine derivatives based on formal [4 + 3] annulation 3-aryl-1H-indazoles with cyclopropenones. formation products proceeds through Ir(III)-catalyzed aryl C-H bond metalation cyclopropenone ring-opening leading to acylation, followed by an intramolecular N-nucleophilic conjugated addition. By using this method, number valuable were effectively generated. This protocol addresses the challenges constructing medium-sized rings cascade C-H/C-C activation C-C/C-N formation. Moreover, photophysical properties thus obtained also evaluated. It turned out that all compounds tested showed solvent polarity-dependent fluorescence features, which could be potentially applied for revealing polarity their immediate environments.

Язык: Английский

Процитировано

0