Cs2CO3‐Catalyzed Multi‐Component One‐Pot Stepwise Route for the Synthesis of Polysubstituted 2‐Pyridones DOI
Shitao Liu, Chixian He, Guijun Li

et al.

ChemistrySelect, Journal Year: 2024, Volume and Issue: 9(45)

Published: Nov. 30, 2024

Abstract A concise and practicable route to the synthesis of multisubstituted 2‐pyridones via a four‐component one‐pot stepwise cyclization catalyzed by Cs 2 CO 3 has been developed. During this transformation, two new C‐C bonds C‐N were generated through an intermolecular condensation/aza‐Michael reaction/intermolecular Michael addition/intramolecular sequence. The alternative protocol offers complementary provide series structurally diverse polysubstituted (21 examples) in good excellent yields (52–81%) from easily available raw materials arylamines, dialkyl acetylenedicarboxylate, 1,3‐dicarbonyl compounds, trialkyl orthoformate under mild conditions. It might opportunities for discovery 2‐pyridones‐containing drugs.

Language: Английский

Palladium-catalyzed coupling of aryl sulfonium salts with [TBA][P(SiCl3)2] for the construction of tertiary phosphines DOI

Yao Chai,

Yaling Tian,

Jinhong Jia

et al.

Chemical Communications, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

We present a strategy for the synthesis of triarylphosphines via palladium-catalyzed C–P cross-coupling reactions aryl sulfonium salts with [TBA][P(SiCl 3 ) 2 ].

Language: Английский

Citations

0

Site-Selective Copper–N-Heterocyclic Carbene-Catalyzed C(sp2)–C(sp) Cross-Coupling of Aryl Thianthrenium Salts DOI
Jin Zhang, Hangsheng Yang, Li Sun

et al.

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

Published: March 23, 2025

This work demonstrates Cu–NHC (NHC = N-heterocyclic carbene) catalyzed alkynylation of aryl thianthrenium salts via thiazol-2-ylidene ligands, achieving a Pd-free Sonogashira coupling with broad substrate compatibility and functional group tolerance. Late-stage pharmaceutical rare alkynylative C–H functionalization/ring-opening pathways are enabled. Thiazol-2-ylidenes, featuring "half-umbrella"-shaped geometry, exhibit superior catalytic performance over traditional imidazol-2-ylidenes, underscoring their unique ligand efficacy. catalysis enables the use as versatile electrophiles for diverse cross-couplings under mild conditions.

Language: Английский

Citations

0

Visible‐Light‐Driven Multicomponent Reactions of Diazosulfonium Triflates with Amines and CS2 or CO2: Direct Synthesis of Bis‐Dithiocarbamates/Carbamates DOI

Xue‐Cen Xu,

Yue‐Gong,

Jie Wang

et al.

Chinese Journal of Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: May 19, 2025

Comprehensive Summary Visible light‐induced transformation of CO 2 and CS into value‐added products has attracted worldwide attention because it mimics nature. In this context, although visible‐light‐induced direct synthesis dithiocarbamates carbamates employing SO as a C1 source been reported, all these reactions are limited to the preparation S ‐alkyl mono‐dithiocarbamates O mono‐carbamates. Herein, we report visible‐light photoredox‐catalyzed multicomponent reaction diazosulfonium triflates with amines or . Mechanistic studies indicate that diazomethyl radicals might be generated key intermediates, thus providing direction for application other radical acceptors.

Language: Английский

Citations

0

Synthesis of S-Alkyl Dithiocarbamates via Multicomponent Reaction of Cyclic Sulfonium Salts with CS2 and Amines DOI

Li Yang,

Jia Shu, Yun Liu

et al.

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

Published: Oct. 3, 2024

A convenient and practical method for the synthesis of various

Language: Английский

Citations

3

Photocatalyzed sulfoximination/amidation of (Het)arylethenes tethered N-tosyl amide: a versatile entry to sulfoximidoyl β- and γ-lactams DOI

Chengtan Li,

Yuming Yang,

Xiaolan Zheng

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(16), P. 4508 - 4515

Published: Jan. 1, 2024

Lactamization through C–N bond formation between CC and amide motifs enables access to various sulfoximidoyl lactams via a 1,2-diamination process.

Language: Английский

Citations

2

Aerobic Copper-Catalyzed Oxysulfonylation of Vinylarenes with Sodium Sulfinates under Mild Conditions: A Modular Synthesis of β-Ketosulfones DOI
Wei‐Hao Rao, Chang Gao, Lili Jiang

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(17), P. 12681 - 12692

Published: Aug. 21, 2024

An aerobic copper-catalyzed oxysulfonylation of vinylarenes with sodium sulfinates is described. This protocol features mild reaction conditions, convenient operation, and broad substrate scope respect to sulfinates. Notably, the demonstrates excellent tolerance functional groups such as chloro, bromo, ester, cyano, nitro groups. Mechanistic investigations indicated that should undergo radical cascades involving a sulfonyl generated from sulfinate air terminal oxidant, addition across alkene deliver benzylic radical, subsequent cross-coupling air.

Language: Английский

Citations

2

Photocatalyzed Acylation of Azauracil Derivatives with Aldehydes DOI
Yi Wang, Lianghong Liu,

Peng Deng

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 89(15), P. 11083 - 11087

Published: July 24, 2024

A novel approach for the acylation of azauracil derivatives with aldehydes has been developed utilizing sodium decatungstate (NaDT) as a photocatalyst. This method demonstrates broad substrate tolerance and yields moderate to excellent outcomes. Notably, it aligns green chemistry principles by eliminating oxidants, eco-friendly energy sources, offering high scalability operational simplicity.

Language: Английский

Citations

1

Visible-Light-Induced Photocatalytic Deoxygenative Benzylation of Quinoxalin-2-(1H)-ones with Carboxylic Acid Anhydrides DOI
Dan Liu, Frédéric W. Patureau

Organic Letters, Journal Year: 2024, Volume and Issue: 26(32), P. 6841 - 6846

Published: Aug. 7, 2024

A visible-light-induced photocatalytic deoxygenative benzylation of quinoxalin-2-(1H)-ones is herein described. This novel approach provides a mild, simple, and practical route to 3-benzylquinoxalin-2(1H)-ones from ubiquitous safe carboxylic acid anhydrides. wide range substrates with different substituents were well-tolerated efficiently transformed various functionalized great potential for valuable applications in drug discovery. Mechanistic investigations suggest H2O as proton source, while hydroxyl-containing quinoxalin-2(1H)-ones may be key intermediates the process.

Language: Английский

Citations

1

A Modular Three-Component Approach for Site-selective Tandem Arene Thiophosphorylation DOI
Ziyu Gan,

Shuyang Liu,

Jia‐Jin Jason Chen

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(34), P. 7155 - 7160

Published: Aug. 21, 2024

Thiophosphates serve as pivotal reagents within the realms of both organic and inorganic synthesis, with their most notable applications observed in agricultural chemistry. This manuscript delineates a modular three-component synthetic strategy for site-selective arene C–H thiophosphorylation thianthrenium salt, 1,4-diazabicyclo[2.2.2]octane-sulfur dioxide (DABSO), diarylphosphine oxides substrates. approach facilitates metal-free green synthesis diverse spectrum S-aryl phosphorothioates through functionalization late-stage modification showcasing practicality broad applicability.

Language: Английский

Citations

1

Recent Progress in Metal-Catalyzed C(sp³)-P Bond Formation DOI
Jia‐Lin Tu, Zhengjia Shen, Binbin Huang

et al.

Tetrahedron, Journal Year: 2024, Volume and Issue: 168, P. 134352 - 134352

Published: Nov. 1, 2024

Language: Английский

Citations

1