Visible-light-induced hydrosulfonylation of alkynes driven by electron-donor–acceptor (EDA) complexes DOI
Xiao‐De An, Hui‐Yun Wang,

Long-Xue Wang

et al.

Tetrahedron Letters, Journal Year: 2024, Volume and Issue: 153, P. 155368 - 155368

Published: Nov. 16, 2024

Language: Английский

Magnetically recoverable catalysts for efficient multicomponent synthesis of organosulfur compounds DOI Creative Commons
Fadhil Faez Sead, Vicky Jain, Anjan Kumar

et al.

RSC Advances, Journal Year: 2025, Volume and Issue: 15(5), P. 3928 - 3953

Published: Jan. 1, 2025

This review studies magnetically recoverable catalysts designed for the efficient multicomponent synthesis of organosulfur compounds. These enhance process by combining efficiency with environmental sustainability.

Language: Английский

Citations

7
Photocatalytic Thio/Selenosulfonylation–Bicyclization of Indole-Tethered 1,6-Enynes Leading to Substituted Benzo[c]pyrrolo[1,2,3-lm]carbazoles DOI
Hang‐Dong Zuo, Xi Chen, Yue Zhang

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(18), P. 3828 - 3833

Published: April 29, 2024

The photocatalyzed radical-triggered thio/selenosulfonylation–bicyclization of indole-tethered 1,6-enynes has been established for the first time, enabling synthesis various previously unreported thio/selenosulfonylated benzo[c]pyrrolo[1,2,3-lm]carbazoles with moderate to good yields under mild conditions. reaction pathway was proposed, consisting energy transfer, homolytic cleavage, radical addition, 5-exo-dig, coupling, and a Mallory cascade. This approach exhibits wide substrate compatibility excellent tolerability toward functional groups is characterized by its remarkable efficiency in both bond formation annulation.

Language: Английский

Citations

11
A radical Smiles rearrangement difunctionalization of activated alkenes via desulfonylation and insertion of sulfur dioxide relay strategy DOI

Si‐Wei Tian,

Zhentao Luo,

Biquan Xiong

et al.

Green Chemistry, Journal Year: 2024, Volume and Issue: 26(11), P. 6774 - 6778

Published: Jan. 1, 2024

A novel and attractive photochemical difunctionalization of N -tosyl acrylamide for constructing alkylsulfonylated oxindoles amides with excellent substrate adaptability via a radical Smiles rearrangement strategy is described.

Language: Английский

Citations

7
Identification of Dihydropyrazolo[1,5-a]pyrazin-4(5H)-ones as Cyclic Products of β-Amidomethyl Vinyl Sulfone Alphavirus Cysteine Protease Inhibitors DOI Creative Commons
Anirban Ghoshal, Álvaro F. Magalhães, Kesatebrhan Haile Asressu

et al.

Pharmaceuticals, Journal Year: 2024, Volume and Issue: 17(7), P. 836 - 836

Published: June 26, 2024

Optimized syntheses of (

Language: Английский

Citations

5
β-Thioamide Sulfone Enabled Copper-Catalyzed Ring-Opening/Sulfonylation of Cyclopropenes: Access to Alkyl Aryl Sulfones DOI

Arshad Ali,

C.‐S. CHUNG, Jingru Wang

et al.

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

Published: Jan. 9, 2025

Sulfone motifs play important roles in bioactive compounds and functional materials. The development of efficient methodologies for constructing sulfonyl-containing has thus attracted considerable attention. Here, we introduce a protocol the preparation alkyl aryl sulfones under mild conditions. This employs β-thioamide sulfone as novel motif donor. It forms sulfinates situ basic conditions, which then undergo cross-coupling with intermediates that were generated from ligand-free copper-catalyzed cyclopropenes (CPEs) ring opening.

Language: Английский

Citations

0
A covalent chemical probe for Chikungunya nsP2 cysteine protease with antialphaviral activity and proteome-wide selectivity DOI Creative Commons
Anirban Ghoshal, Edwin G. Tse, Mohammad Anwar Hossain

et al.

Scientific Reports, Journal Year: 2025, Volume and Issue: 15(1)

Published: March 1, 2025

Language: Английский

Citations

0
Access to Spirocyclic Vinyl Sulfones via Radical Cyclization and Functional Group Migration DOI Creative Commons
Shan Yang,

Yasu Chen,

Chen Zhu

et al.

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

Published: Jan. 1, 2025

Spirocyclic vinyl sulfones, which incorporate the three-dimensional structure inherent to spiro compounds and Michael acceptor reactivity associated with hold promise for novel biological activities. The lack of efficient synthetic methods, however, hinders their extensive investigations in drug discovery development. In this work, we describe a practical versatile approach synthesis multi-functionalized spirocyclic sulfones from easily available materials. reaction proceeds efficiently through cascade radical cyclization followed by (hetero)aryl migration. protocol features mild photocatalytic conditions provides access diverse range products, enabling construction complex scaffolds, including medium-sized ring-fused sulfones.

Language: Английский

Citations

0
Development of Efficient Covalent Inactivators of a Fungal Aspartate Semialdehyde Dehydrogenase DOI Creative Commons

Samantha N. Friday,

Liezel A. Koellner,

SC Brown

et al.

Drug Development Research, Journal Year: 2025, Volume and Issue: 86(3)

Published: May 1, 2025

ABSTRACT Aspartate semialdehyde dehydrogenase (ASADH) catalyzes the second step in fungal pathway towards synthesis of threonine, isoleucine, and methionine, it has been identified as a viable target for antifungal drug development. Our previous work produced group vinyl sulfones that function irreversible covalent inactivators this enzyme. We have now expanded initial set to produce with higher kinetic efficiency ASADH purified from pathogenic species Candida albicans . The catalytic these also compared related classes inactivators, sulfonamides, acrylamides, sulfonyl ketones.

Language: Английский

Citations

0
Advancements, challenges, and future frontiers in covalent inhibitors and covalent drugs: A review DOI Creative Commons

Muhammad Salman Hameed,

Hongxuan Cao,

Li Guo

et al.

European Journal of Medicinal Chemistry Reports, Journal Year: 2024, Volume and Issue: unknown, P. 100217 - 100217

Published: Sept. 1, 2024

Language: Английский

Citations

2
Bicyclic peptide-enhanced covalent inhibitor of SARS-CoV-2 3CL protease DOI Creative Commons
Qian Wang, Yanhui Wang, Jian Li

et al.

Published: Oct. 17, 2024

Aim: Develop technology to apply bicyclic peptides for discovering covalent inhibitors of proteases and use this create peptide—warhead conjugates targeting the severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) 3C-like (3CL) protease. Enhance potency discovered potential development into anti-SARS-CoV-2 drugs. Methods: Rational design was employed discover initial conjugates. Medicinal chemistry optimization conducted improve these peptides. Enzymatic assays mass spectrometry characterization were performed validate inhibition target Results: The need peptide display selection in hit overcome. Active peptide—vinyl sulfone with nanomolar discovered. Optimization through medicinal strategies not only improved but also revealed residue preferences at individual positions inhibitors. most potent can inhibit a half-maximal inhibitory concentration (IC50) 40.46 ± 6.35 nM. Mass tests confirmed protease by developed Conclusions: Bicyclic vinyl are form proteases. rational ligands is feasible when structural amino acid preference information available. Structural crucial optimizing ligands.

Language: Английский

Citations

1