Strategic Synthesis of Sulfinamides as Versatile S(IV) Intermediates DOI Creative Commons
Subham Das,

Amit Dhibar,

Basudev Sahoo

et al.

ACS Organic & Inorganic Au, Journal Year: 2024, Volume and Issue: 5(1), P. 1 - 12

Published: Nov. 30, 2024

Sulfinamides constitute adaptable S(IV) intermediates with a sulfur stereocenter, having emerging interest in divergent synthesis of high-valent S(VI) functional bioisosteres. Recent years have witnessed the strategic development mild and selective synthetic routes for highly functionalized sulfinamides, employing stable organometallic reagents, carbon-centered radical precursors, other abundant coupling partners merged various reagents arena metal, photoredox, organocatalysis. Furthermore, asymmetric metal organocatalysis enabled stereoselective enantioenriched sulfinamides. In this Perspective, we present recent (2021 to present) advancement methods toward

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
Design, Characterization, Molecular Docking, and Insecticidal Activity of Some New Heterocyclic Compounds Containing Pyrazole Moiety against Spodoptera frugiperda (J.E. Smith) (Noctuidae: Lepidoptera) DOI
M. S. A. El‐Gaby, Mohamed Hussein,

Mohamed Ahmed Mahmoud Abdel Reheim

et al.

Russian Journal of Bioorganic Chemistry, Journal Year: 2024, Volume and Issue: 50(3), P. 917 - 933

Published: June 1, 2024

Language: Английский

Citations

9
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
Iron-Catalyzed Photochemical Synthesis of Sulfinamides from Aliphatic Hydrocarbons and Sulfinylamines DOI

Guang-Da Xia,

Run Li, Long Zhang

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(18), P. 3703 - 3708

Published: April 26, 2024

An iron-catalyzed photochemical sulfinamidation of hydrocarbons with

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
The Catalytic Synthesis of Aza-Sulfur Functional Groups DOI
Michael C. Willis,

Ming-Kai Wei

Synthesis, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 26, 2024

Abstract Sulfur-containing compounds are found in myriad applications. Sulfones and sulfonamides the most common functional groups used medicinal agrochemical endeavours. Isosteres of these groups, for example, sulfoximines sulfonimidamides, emerging functionalities, they increasingly relevant patent literature. However, general, associated synthetic routes still have limitations, including use harsh reaction conditions highly reactive reagents. A variety catalytic reactions that employ a diverse range substrate classes been developed to address issues. This short review highlights recent syntheses aza-sulfur compounds, which we hope will open new directions discovery chemistry. 1 Introduction 2 Reactions N-Sulfinylamines 3 with Sulfenamides 4 Sulfinates 5 Sulfinamides 6 Other Aza-Sulfur Compounds 7 Conclusion

Language: Английский

Citations

5
Photoredox-catalyzed deoxygenative radical transformation of alcohols to sulfinamides DOI Creative Commons
Xinyu Zhu, Junliang Wu, Junliang Zhang

et al.

RSC Advances, Journal Year: 2025, Volume and Issue: 15(6), P. 4532 - 4535

Published: Jan. 1, 2025

Sulfinamides play a crucial role in organic synthesis and pharmaceuticals.

Language: Английский

Citations

0
Unifying N-Sulfinylamines with Alkyltrifluoroborates by Organophotoredox Catalysis: Access to Functionalized Alkylsulfinamides and High-Valent S(VI) Analogues DOI
Subham Das, Pinku Prasad Mondal,

Amit Dhibar

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(17), P. 3679 - 3684

Published: April 22, 2024

We describe an organophotoredox-catalyzed sp

Language: Английский

Citations

3
Direct conversion of carboxylic acids to free thiols via radical relay acridine photocatalysis enabled by N–O bond cleavage DOI Creative Commons

Dmitry L. Lipilin,

Mikhail O. Zubkov, Mikhail D. Kosobokov

et al.

Chemical Science, Journal Year: 2023, Volume and Issue: 15(2), P. 644 - 650

Published: Dec. 5, 2023

A method for the one pot conversion of acids to free thiols is described. The reaction based on ability a novel sulfur reagent maintain regeneration acridine photocatalyst.

Language: Английский

Citations

8
Multimodal Acridine Photocatalysis Enables Direct Access to Thiols from Carboxylic Acids and Elemental Sulfur DOI Creative Commons

Arka Porey,

Seth O. Fremin, Sachchida Nand

et al.

Published: Feb. 29, 2024

Development of photocatalytic systems that facilitate mechanistically different 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 HAT silane–triplet system. study points significant potential providing new directions

Language: Английский

Citations

2