Synthesis of benzosultams via Ag(I)-catalyzed alkylative cyclization of vinyl sulfonamides DOI

Raju Dupud,

Karthik Kumar Merugu,

R Remyachand

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

A simple methodology for the synthesis of benzo-fused-γ-sultams via decarboxylative alkylation and cyclization vinyl sulfonamides is described. Carboxylic acids with diverse structural features were employed as alkyl sources in this method.

Language: Английский

Multimodal Acridine Photocatalysis Enables Direct Access to Thiols from Carboxylic Acids and Elemental Sulfur DOI

Arka Porey,

Seth O. Fremin, Sachchida Nand

et al.

ACS Catalysis, Journal Year: 2024, Volume and Issue: 14(9), P. 6973 - 6980

Published: April 19, 2024

Development of photocatalytic systems that facilitate mechanistically divergent steps in complex catalytic manifolds by distinct activation modes can enable previously inaccessible synthetic transformations. However, multimodal remain understudied, impeding their implementation methodology. We report herein a access to thiols directly merges the structural diversity carboxylic acids with ready availability elemental sulfur without substrate preactivation. The transformation provides direct radical-mediated segue one most biologically important and synthetically versatile organosulfur functionalities, whose accessibility remains largely dominated two-electron-mediated processes based on toxic uneconomical reagents precursors. two-phase radical process is facilitated reactivity acridine photocatalysis enables both singlet excited state PCET-mediated decarboxylative carbon–sulfur bond formation unknown reductive disulfur cleavage photoinduced hydrogen atom transfer silane–triplet system. study points significant potential providing unexplored directions

Language: Английский

Citations

10

Dual Acridine/Decatungstate Photocatalysis for the Decarboxylative Radical Addition of Carboxylic Acids to Azomethines DOI

Zakhar M. Rubanov,

Vitalij V. Levin, Alexander D. Dilman

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(15), P. 3174 - 3178

Published: April 8, 2024

A concept for the dual use of acridine and tetrabutylammonium decatungstate photocatalysts in reactions carboxylic acids is proposed. Imines generated situ from aldehydes p-methoxyaniline, as well other azomethines, were used radical acceptors. The role believed to facilitate turnover photocatalyst by means hydrogen atom transfer.

Language: Английский

Citations

8

Acridine photocatalysis enables tricomponent direct decarboxylative amine construction DOI Creative Commons
Xianwei Sui, Hang T. Dang,

Arka Porey

et al.

Chemical Science, Journal Year: 2024, Volume and Issue: 15(25), P. 9582 - 9590

Published: Jan. 1, 2024

Diverse amines and amino acids are now readily accessed from carboxylic acids, aldehydes, amine precursors in a direct decarboxylative reaction enabled by homogeneous triple catalytic system based on acridine photocatalysis.

Language: Английский

Citations

8

ESI‐MS‐Visualization of Cyanoarene Photocatalysts by Specific Supramolecular Interaction with Br‐Anion DOI Open Access
Nikita S. Shlapakov, Julia V. Burykina, Andrey D. Kobelev

et al.

Chemistry - Methods, Journal Year: 2025, Volume and Issue: unknown

Published: Feb. 7, 2025

Abstract Isophthalonitrile derivatives (IPNs) have emerged as promising organic photocatalysts due to their efficiency and accessibility; however, inherent lability under light‐induced conditions poses significant challenges in monitoring transformation pathways. Understanding these pathways is crucial for optimizing photocatalytic processes enhancing reaction efficiency. In this study, we present a novel approach utilizing electrospray ionization mass spectrometry (ESI‐MS) visualize cyanoarene by taking advantage of specific supramolecular interaction with bromide anions. Our findings reveal that ions facilitate the detection IPNs products high sensitivity selectivity, even complex environments. The predominantly occurs gas phase, minimizing interference solution‐based transformations. developed anion‐enhanced (AED‐ESI‐MS) not only provides real‐time insights into photocatalyst behavior but also opens new possibilities detailed mechanistic investigation light‐driven reactions. proposed AED‐ESI‐MS using other anions may offer broad applicability be worth studying further across various systems.

Language: Английский

Citations

0

Site-Selective Decarbonylative [4+2] Annulation of Carboxylic Acids with Terminal Alkynes by C–C/C–H Activation Strategy and Cluster Catalysis DOI Creative Commons

Mengjie Cen,

Xinyue Ma, Xi Yang

et al.

Chemical Science, Journal Year: 2024, Volume and Issue: 15(48), P. 20346 - 20354

Published: Jan. 1, 2024

A highly site-selective decarbonylative [4 + 2] cyclization of carboxylic acids with terminal alkynes forming naphthalenes is enabled by palladium cluster catalysis.

Language: Английский

Citations

3

Visible light-driven decarboxylative alkylation of azomethine imines with carboxylic acids DOI

Zakhar M. Rubanov,

Mikhail D. Kosobokov, Vitalij V. Levin

et al.

Mendeleev Communications, Journal Year: 2024, Volume and Issue: 34(5), P. 673 - 675

Published: Sept. 1, 2024

Language: Английский

Citations

2

Visible-light Induced Decarboxylative Coupling of Phenoxyacetic Acid with Disulfides: Synthesis of α-Arylthioanisole Derivatives DOI
Ning Li,

Zhao-Nian Peng,

Run Xiong

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

Photoredox-catalyzed cross-coupling reaction is an efficient strategy for the construction of organic molecules.

Language: Английский

Citations

0

Synthesis of benzosultams via Ag(I)-catalyzed alkylative cyclization of vinyl sulfonamides DOI

Raju Dupud,

Karthik Kumar Merugu,

R Remyachand

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

A simple methodology for the synthesis of benzo-fused-γ-sultams via decarboxylative alkylation and cyclization vinyl sulfonamides is described. Carboxylic acids with diverse structural features were employed as alkyl sources in this method.

Language: Английский

Citations

0