FSO2 Radical-Initiated Photoredox Cyclization of 4-Enoic Acids to Functionalized γ-Lactones DOI
Saihu Liao, Xin Fang,

Xuebing Geng

et al.

Synthesis, Journal Year: 2023, Volume and Issue: 56(11), P. 1727 - 1734

Published: Dec. 19, 2023

Abstract The incorporation of sulfonyl fluoride groups into molecules has been proven effective in enhancing their biological activities or introducing new functions. Herein, a transition-metal-free and visible-light-mediated radical tandem cyclization unsaturated carboxylic acid is reported. This affords facile access to FSO2-functionalized γ-lactones efficiently, which are critical structural motifs widely present biologically active molecules.

Language: Английский

Photoredox Annulation of Polycyclic Aromatic Hydrocarbons DOI Creative Commons
Davide Zanetti,

Oliwia Matuszewska,

Giuliana Giorgianni

et al.

JACS Au, Journal Year: 2023, Volume and Issue: 3(11), P. 3045 - 3054

Published: Nov. 14, 2023

The rise of interest in using polycyclic aromatic hydrocarbons (PAHs) and molecular graphenoids optoelectronics has recently stimulated the growth modern synthetic methodologies giving access to intramolecular aryl-aryl couplings. Here, we show that a radical-based annulation protocol allows expansion planarization approaches prepare functionalized graphenoids. enabler this reaction is peri-xanthenoxanthene, photocatalyst which undergoes photoinduced single electron transfer with an ortho-oligoarylenyl precursor bearing electron-withdrawing nucleofuge groups. Dissociative enables formation persistent aryl radical intermediates, latter undergoing C-C bond formation, allowing occur. conditions are mild compatible various -donating substituents on rings as well heterocycles PAHs. method could be applied induce double reactions, synthesis π-extended scaffolds different edge peripheries.

Language: Английский

Citations

4

Recent Developments on the Synthesis of Oxygen- and Sulfur-containing Heterocycles and their Derivatives under Visible Light Induced Reactions DOI
Tubai Ghosh, Sougata Santra, Grigory V. Zyryanov

et al.

Current Topics in Medicinal Chemistry, Journal Year: 2024, Volume and Issue: 25(1), P. 124 - 140

Published: July 4, 2024

Visible-light-mediated reactions have recently emerged as a powerful strategy for the synthesis of diverse organic molecules under mild reaction conditions. Usually, are performed at room temperature and thus sensitive functional groups remain unaffected. Thus, this protocol has received intense interest from academia well industries. The heterocycles, in general, much because their biological activities application therapeutics. Oxygen- Sulfur-containing heterocyclic compounds attracted attention these showed promising anti-cancer drugs, antibiotics, antifungal anti-inflammatory agents among other applications. class by efficient greener routes become an important target. This review highlights various procedures derivatives visible light-induced reactions. green aspects mechanism each procedure been discussed.

Language: Английский

Citations

1

Recent Advances in Conversion and Use of Inert Fluorinated Greenhouse Gases DOI

Zhenlei Zou,

Heyin Li,

Mengjun Huang

et al.

Chinese Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 44(6), P. 1831 - 1831

Published: Jan. 1, 2024

Language: Английский

Citations

1

Short Formal Syntheses of Lycorine and Congeners Using a 5-Endo-Trig/6-Endo-Trig Radical Cyclization Sequence DOI
Shen Tan, Samir Z. Zard, Le Nhan Pham

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(20), P. 4292 - 4296

Published: May 10, 2024

Here, we report a practical route to medicinally interesting lycorine congeners alongside formal syntheses of various lycorine-type natural products, including itself. The efficiency our strategy derives from back-to-back 5-endo-trig/6-endo-trig radical cyclization sequence, which systematically studied both experimentally and computationally. results work will facilitate future development urgently needed antiviral therapeutics based on lycorine.

Language: Английский

Citations

0

Synthesis of Γ-Keto Sulfones Through Sulfonylation/Acylation of Alkenes Merging Nhc- and Photo-Catalysis DOI
Jie Liu,

Xu Sun,

Gan Zhang

et al.

Published: Jan. 1, 2024

Language: Английский

Citations

0

Synthesis of FSO2-Functionalized Oxindoles via a Radical Fluorosulfonylation/Intramolecular Arylation Cascade DOI
Saihu Liao,

Na Yang,

Guanhua Pei

et al.

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

Published: Sept. 3, 2024

Abstract Herein, we report the development of a FSO2 radical initiated tandem cyclization reaction under visible light photoredox catalysis, which allows for facile access to FSO2-functionalized oxindoles from N-arylacrylamides. This features mild conditions, readily available starting materials, and SuFExable products. The introduction sulfonyl fluoride groups into could be interest related study in context discovering new bioactive molecules.

Language: Английский

Citations

0

Synthesis of γ-keto sulfones through sulfonylation/acylation of alkenes merging NHC- and photo-catalysis DOI

Xu Sun,

Gan Zhang, Bo Ye

et al.

Molecular Catalysis, Journal Year: 2024, Volume and Issue: 569, P. 114563 - 114563

Published: Sept. 25, 2024

Language: Английский

Citations

0

Progress in Radical Fluorosulfonyl Reagents DOI
Yi Wang,

Heyin Li

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

Published: Nov. 11, 2024

Abstract Sulfur(VI) fluoride exchange (SuFEx) chemistry that relies on the unique reactivity–stability balance of high valent organosulfur has emerged as a promising topic for next-generation click reaction. Sulfonyl fluorides are most widely used connective hubs SuFEx reaction with widespread applications in fields chemical biology, drug discovery, and materials science. Compared current methods, direct fluorosulfonylation fluorosulfonyl radicals concise efficient approach production sulfonyl fluorides. The highly active SO2F radical was an unstable inaccessible precursor until it observed decomposition azide, which inspired efforts towards precursors processes. This review presents discusses breakthroughs generation from various precursors, well their application synthesis diverse functionalized 1 Introduction 2 FSO2Cl Radical Precursor 3 Benzimidazolium Fluorosulfonates Precursors 4 Alk-1-ynylsulfonyl Fluorides 5 (Diarylmethylene)sulfamoyl 6 Vinyl Fluorosulfates 7 Conclusion Outlook

Language: Английский

Citations

0

Six-membered ring systems: With O and/or S atoms DOI
Clementina M.M. Santos, Artur M. S. Silva

Progress in heterocyclic chemistry, Journal Year: 2023, Volume and Issue: unknown, P. 493 - 568

Published: Jan. 1, 2023

Language: Английский

Citations

0

FSO2 Radical-Initiated Photoredox Cyclization of 4-Enoic Acids to Functionalized γ-Lactones DOI
Saihu Liao, Xin Fang,

Xuebing Geng

et al.

Synthesis, Journal Year: 2023, Volume and Issue: 56(11), P. 1727 - 1734

Published: Dec. 19, 2023

Abstract The incorporation of sulfonyl fluoride groups into molecules has been proven effective in enhancing their biological activities or introducing new functions. Herein, a transition-metal-free and visible-light-mediated radical tandem cyclization unsaturated carboxylic acid is reported. This affords facile access to FSO2-functionalized γ-lactones efficiently, which are critical structural motifs widely present biologically active molecules.

Language: Английский

Citations

0