Cited by Green synthesis of 14-aryl-14H-dibenzo[a,j]xanthene derivatives using sulfonic acid-supported magnetic covalent organic framework as a novel and reusable nanostructured catalyst

Cu(II)-Catalyzed Annulative Sulfonylimination of α-Carbonyl-γ-alkynyl Sulfoxonium Ylides through Sulfoxonium Ylide Elimination for Access to (Z)-1H-Isochromenes DOI

Peiwen Zhou,

Hao Wu,

Qiuyun Li

et al.

The Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: 90(4), P. 1663 - 1670

Published: Jan. 21, 2025

1H-Isochromene scaffolds are ubiquitous in natural products and significant bioactive molecules. Although several methods for these molecular syntheses have been developed, reports on the efficient construction of iminated isochromenes still rather limited. Herein, we report a new Cu(II)-catalyzed annulation sulfonylimination cascade α-carbonyl-γ-alkynyl sulfoxonium ylides with sulfamides, enabling direct C-C σ-bond elimination to furnish (Z)-1H-isochromenes 51-97% yields. During reaction process, ylide unit as traceless eliminative group is key successful sulfonylimination, which enables N-H insertion subsequent acetic acid-mediated elimination.

Language: Английский

Citations

Synthesis of 4-(Bromodifluoromethylseleno) Isocoumarins via Selenolation/Lactonization of 2-Alkynylbenzoates Enabled by a Multi-Component Reagents System DOI

Dongxue Yin,

Yang Wang,

Kaiyue Yang

et al.

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

Published: Jan. 25, 2025

p-CF3BnSeCF2Br was developed as a bromodifluoromethylselenonating reagent, which utilized by combining with mCPBA and Tf2O for the synthesis of 4-(bromodifluoromethylseleno) isocoumarins via selenolation/lactonization 2-alkynylbenzoates. The transformation postulated to proceed multicomponent reagents system-enabled sequence involving oxidation into its selenium sulfoxide, activation generated sulfoxide electrophilic p-CF3BnSeOCF2Br salt, 2-alkynylbenzoates reactive species isocoumarins.

Language: Английский

Citations

Deuteriodifluoromethyl Sulfonium Ylides: Easily Accessible Reagents for Electrophilic Deuteriodifluoromethylation of O-Nucleophiles DOI

Wenting Liu,

Huilin Lan,

Heping Xia

et al.

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

Published: March 25, 2025

A class of sulfonium ylide-based reagents for electrophilic deuteriodifluoromethylation is reported. Thus, a wide array ubiquitous O-nucleophiles such as sulfonic acid, alcohol, carboxyl and phosphoric acid are deuteriodifluoromethylated, providing straightforward approach to access the OCF2D-functionalizazed scaffolds that otherwise challenging synthesize using conventional methods. This base-free protocol also displays broad functional group compatibility amenable effective late-stage modification bioactive molecules.

Language: Английский

Citations

Green synthesis of 14-aryl-14H-dibenzo[a,j]xanthene derivatives using sulfonic acid-supported magnetic covalent organic framework as a novel and reusable nanostructured catalyst DOI

Razieh Farsi,

Seyyed Jafar Saghanezhad

Research on Chemical Intermediates, Journal Year: 2024, Volume and Issue: 50(9), P. 4229 - 4247

Published: July 26, 2024

Language: Английский

Citations