Recent Advances in Design, Synthesis, and Biological Activity Studies of 1,3-Selenazoles DOI Creative Commons
Н. А. Махаева, С. В. Амосова, Andrey S. Filippov

et al.

Biomolecules, Journal Year: 2024, Volume and Issue: 14(12), P. 1546 - 1546

Published: Dec. 2, 2024

The review examines recent advances in the design and synthesis of 1,3-selenazole derivatives since 2000. Various synthetic approaches to 1,3-selenazoles reaction conditions are discussed. beneficial properties 1,3-selenazoles, especially their biological activity, emphasized. Compounds with antitumor, antiviral (HIV-1 HIV-2), antibacterial, antifungal, antiproliferative, anticonvulsant, antioxidant activity highlighted.

Language: Английский

Electrochemical Enaminone-Thioamide Annulation and Thioamide Dimeric Annulation for the Tunable Synthesis of Thiazoles and 1,2,4-Thiadiazole DOI

Qihui Huang,

Jianchao Liu, Jie‐Ping Wan

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(25), P. 5263 - 5268

Published: June 14, 2024

A green and sustainable electrochemical oxidative cyclization of enaminones with thioamides under metal- oxidant-free conditions has been developed, providing an efficient approach for thiazole synthesis. Furthermore, 1,2,4-thiadiazoles can be selectively accessed via the dimerization in absence enaminones.

Language: Английский

Citations

17

Divergent Synthesis of Tetrasubstituted Phenols via [3 + 3] Cycloaddition Reaction of Vinyl Sulfoxonnium Ylides with Cyclopropenones DOI
Shaoyong Chen, Yao‐Fu Zeng,

Wen‐Xuan Zou

et al.

Organic Letters, Journal Year: 2023, Volume and Issue: 25(23), P. 4286 - 4291

Published: June 2, 2023

Two categories of tetrasubstituted phenols were prepared via the cycloaddition reaction vinyl sulfoxonnium ylides with cyclopropenones in a switchable manner. Copper carbenoid was proposed as active intermediate process 2,3,4,5-tetrasubstituted formation, while 2,3,5,6-tetrasubstituted generated direct [3 + 3] annulation under metal-free conditions. Further synthetic applications also demonstrated.

Language: Английский

Citations

22

Metal-free cascade O–H double insertion between I(III)/S(VI)-ylides, carboxylic acids, and alcohols: modular access to unsymmetrical α,α-O,O-substituted ketones DOI

Jiaohang Wei,

Wen‐Xuan Zou,

Qiong Hu

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(11), P. 3234 - 3241

Published: Jan. 1, 2024

Herein, we present a cascade O–H double insertion reaction between I (III) /S (VI) -ylides, carboxylic acids, and alcohols under metal-free conditions, enabling the modular synthesis of unsymmetrical α,α- O , -substituted ketones.

Language: Английский

Citations

8

A Platform for the Synthesis of Diverse Phosphonyl and Thiofunctionalized Sulfoxonium Ylides DOI

Wen‐Xuan Zou,

Qiong Hu,

Dan‐Ting Shen

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(27), P. 5811 - 5816

Published: June 28, 2024

A practical strategy for the construction of diverse phosphonyl and thiofunctionalized sulfoxonium ylides via controllable monofunctionalization hybrid I(III)/S(VI) is presented. This process allows efficient P–H insertion under Cu catalysis, enabling synthesis ylides, whereas reaction with sulfur-containing reagents including AgSCF3, KSC(S)OR, KSCN mild conditions resulted in α-trifluoromethylthiolation, dithiocarbanation, thiocyanation accordingly. Of note, wide substrate compatibility (108 examples), excellent efficiency (up to 99% yield), gram-scale experiments, various product derivatizations highlight synthetic utility this protocol.

Language: Английский

Citations

7

Photocatalytic Annulation of Enaminones with Thioureas for the Synthesis of 2-Aminothiazoles via Tandem C–S and C–N Bond Formation DOI
Changfeng Wan, Jie‐Ping Wan,

Qihui Huang

et al.

Synthesis, Journal Year: 2024, Volume and Issue: 56(16), P. 2565 - 2571

Published: April 26, 2024

Abstract Visible-light photocatalytic reactions between enaminones and thioureas leading to thiazole products have been achieved. The annulation process consists of tandem C–S C–N bond formation by running under air atmosphere at ambient temperature. Broad substrate tolerance the sustainable protocol has verified practical synthesis divergent thiazoles with both monocyclic fused cyclic structures.

Language: Английский

Citations

5

Straightforward access to α-thiocyanoketones and thiazoles from sulfoxonium ylides DOI
Ajay Sharma,

Ajay Kant Gola,

Satyendra Kumar Pandey

et al.

Chemical Communications, Journal Year: 2023, Volume and Issue: 59(68), P. 10247 - 10250

Published: Jan. 1, 2023

Efficient, versatile, and metal-free strategies for synthesizing α-thiocyanoketones thiazoles from β-ketosulfoxonium ylides ammonium thiocyanate have been described. Due to its simplicity, benign reaction conditions, excellent chemoselectivity, high yield, this method represents a unique approach divergent synthesis. Finally, the potential value of developed methods is demonstrated via large-scale reactions synthesis Fanetizole, an anti-inflammatory drug.

Language: Английский

Citations

11

One-pot reaction among α-oxodithioesters, cyanamide, and α-bromoketones/esters: a novel synthesis of 2-acyl-5-functionalized-4-aminothiazoles DOI

Kumar Kavya,

Rajaghatta N. Suresh,

Mallesha Nayaka Sahana

et al.

Journal of Sulfur Chemistry, Journal Year: 2025, Volume and Issue: unknown, P. 1 - 10

Published: March 26, 2025

Language: Английский

Citations

0

Divergent Construction of α,α-Difunctionalized Ketones via [1,2]-Sigmatropic Rearrangement/Alkylation-Hydroxylation/Dialkylation of I(III)/S(VI) Ylides DOI
Shang‐Shi Zhang,

Jiaohang Wei,

Qiong Hu

et al.

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

Published: April 1, 2025

The rare [1,2]-sigmatropic rearrangement of sulfoxonium-iodonium hybrid ylides is described, which enables the efficient sulfoxidation/sulfonylation-alkylation I(III)/S(VI) with 1,3-dicarbonyls. By slight modification reaction conditions, controllable alkylation-hydroxylation and dialkylation were achieved. This strategy affords a diverse array α,α-difunctionalized ketones in moderate to good yields, demonstrating broad substrate scope. These findings provide an important advancement sulfoxonium highlight divergent reactivity ylides.

Language: Английский

Citations

0

Reactivity and Stability of Natural Clay Minerals with Various Phyllosilicate Structures as Catalysts for Hydrothermal Liquefaction of Wet Biomass Waste DOI
Hanifrahmawan Sudibyo, Daniela V. Cabrera, Adhika Widyaparaga

et al.

Industrial & Engineering Chemistry Research, Journal Year: 2023, Volume and Issue: 62(32), P. 12513 - 12529

Published: Aug. 4, 2023

We evaluated natural clay minerals representing all classes of phyllosilicates as in situ catalysts for hydrothermal liquefaction (HTL) anaerobically digested cattle manure at 350 °C 1 h, i.e., kaolinite, montmorillonite, talc, vermiculite, phlogopite, meixnerite, attapulgite, and alumina. The relative compositions strong Bronsted (SBrA), Lewis (SLA), weak acidic (WLA) sites the (SBS) (WBS) basic significantly affected formation HTL products (i.e., biocrude oil, hydrochar, aqueous- gas-phase coproducts) distribution speciation elements. general mechanistic roles these active are follows: (1) SBrA catalyzed biocrude-forming reactions inhibited hydrochar-repolymerizing reactions; (2) SLA promoted production hydrochar precursors; (3) WLA enhanced hydrodeoxygenation, hydrodenitrogenation, hydrodesulfurization by utilizing hydrogen generation WBS; (4) SBS increased organic acids solubilizing nutrients into aqueous-phase coproduct (HTL-AP). Montmorillonite was most suitable catalyst due to optimal composition sites, leading achieving maximal energy recovery 82%) with low heteroatoms content 15% O, 0.24% N, 0.08% S), minimal yield 10%), nutrient HTL-AP, 71% P, 54% Mg, 29% NH3-N, 14% Ca. In addition, crystalline structure montmorillonite remained intact after process. This study informs comprehensive catalytic different surface-active useful future development clay-based more sustainable overall systems.

Language: Английский

Citations

9

Comparative review on homogeneous and heterogeneous catalyzed synthesis of 1,3-thiazole DOI

Swapnali Parit,

Ajit Manchare,

Shrikant M. Ghodse

et al.

Synthetic Communications, Journal Year: 2024, Volume and Issue: unknown, P. 1 - 21

Published: Sept. 5, 2024

Language: Английский

Citations

3