Base‐Catalyzed Synthesis of N‐Aryl Thioacetamides from Multicomponent Reaction of Phenylacetylenes, Sulfur and Anilines

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 27(10)

Published: Jan. 17, 2024

Abstract In the presence of a base catalyst (20 mol %) such as DBU, DABCO or Na 2 S ⋅ 3H O/ N ‐methylpyrrolidone, phenylacetylenes were found to efficiently undergo sulfurative amination with elemental sulfur and anilines under neat conditions, leading ‐aryl thioamides complete atom efficiency.

Language: Английский

---

Synthesis of Thioureas from Amines and CS₂ via Photoredox Catalysis

Chinese Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: 45(1), P. 240 - 240

Published: Jan. 1, 2025

Language: Английский

---

Sulfur‐Promoted, DABCO‐Catalyzed Reaction of β‐Nitrostyrenes with 4‐Hydroxycoumarins: Access to Furo[3,2‐c]chromen‐4‐ones

Asian Journal of Organic Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: May 22, 2025

Abstract In this study, we report a simple and elegant method for the preparation of furo[3,2‐ c ]coumarins from one‐pot, [3+2] annulations β‐nitroalkenes with 4‐hydroxycoumarins in presence sulfur DABCO as catalyst. This utilized readily available starting materials, thereby avoiding use prefunctionalized was performed under metal‐free conditions thus, making it an alternate approach synthesis ]coumarin derivatives. The reaction proceeds via Michael addition/intra‐molecular cyclization/aromatization cascade to afford desired product moderate‐to‐good yields. As compounds exhibit fluorescence UV light, photophysical properties like absorption, emission selected compounds, solvatochromism were measured. Moreover, these have potential pharmacological applications can be employed functional material, gram‐scale fused‐heterocycles demonstrated.

Language: Английский

---

Reactivities and mechanisms in organic reactions involving activation of elemental sulfur under basic conditions

Tetrahedron Chem, Journal Year: 2024, Volume and Issue: 11, P. 100086 - 100086

Published: July 27, 2024

As a readily available and benign waste product of the petrochemical industry, elemental sulfur displays desirable characteristics as raw material for new processes. Accordingly, use reactant or reagent in synthetic organic chemistry receives continuous interest. The implementation procedures often necessitates presence basic nucleophilic compounds, which are known to serve activators, enabling diverse range transformations. However, underlying mechanisms still poorly understood, even synthetically useful well-established reactions that have been decades. While numerous reviews focus on various types products accessible via involving sulfur, this manuscript will put its emphasis common mechanistic steps these transformations, highlighting discussing studies postulated pathways.

Language: Английский

---

Generation of New Synthons for Synthesis Through Activation of Nitromethane

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

Published: May 4, 2024

Abstract Nitromethane is used as a common solvent, stabilizer, and fuel additive. has also been sustainable building block convenient reagent in chemical synthesis. In this Minireview, we summarize the recent advances activation of nitromethane, using nitromethane source cyano group, nitrogen, methylamine, formyl C1, nitroso, oxime.

Language: Английский

---

Sulfur-Promoted Access to 3-Arylquinoxalin-2-ones by Oxidative Coupling of o-Phenylenediamines with Arylacetates

Organic Letters, Journal Year: 2024, Volume and Issue: 26(29), P. 6098 - 6102

Published: July 15, 2024

We disclose the synthesis of 3-arylquinoxalin-2-ones from o-phenylenediamines and readily available arylacetates. The method harnesses selective oxidative property elemental sulfur in presence amine base catalyst DMSO. reactions are operationally simple tolerate a wide range functional groups.

Language: Английский

---

Unexpected Formation of 6-(1H-Benzo[d]imidazol-2-yl)-1-phenyl-hexan-1-one and Its Structure in Solution and Solid State Analyzed in the Context of Tautomerism

Crystals, Journal Year: 2024, Volume and Issue: 14(8), P. 704 - 704

Published: Aug. 2, 2024

The structure of the title compound (4d), unexpectedly obtained in reaction between o-phenylenediamine and 2-benzoylcyclohexanone instead target 3H-benzo[b][1,4]diazepine derivative 3d, was determined spectroscopically solution by a single-crystal X-ray diffraction (XRD) study. It involves two enantiomeric rotamers, called forms D U, which elucidated based on NMR spectra measured predicted DFT-GIAO calculations. An averaging δCs for all tautomeric positions benzimidazole part 4d hydrate studied wet (probably slightly acidic) CDCl3 unambiguously indicates exchange its imidazole unit. XRD analysis this material confirms existence only one tautomer solid phase. non-covalent interactions forming molecules water are shorter than sum van der Waals radii create an infinite-chain hydrogen bond motif along b-axis. A possible mechanism observed cyclocondensation is also proposed.

Language: Английский

---

Efficient synthesis of halobenzothioamides from the hydrosulfuration of halobenzonitriles and mechanism investigation

Phosphorus, sulfur, and silicon and the related elements, Journal Year: 2024, Volume and Issue: unknown, P. 1 - 8

Published: Oct. 21, 2024

Language: Английский

---

A transition-metal-free catalytic reduction of benzylic alcohols and alkenes and N-formylation of nitroarenes mediated by iodide ions and formic acid

New Journal of Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

A novel transition-metal-free catalytic system utilizing sodium iodide as a catalyst, in combination with formic acid, has been developed for the selective reduction of hydroxyl groups and reductive N -formylation nitroarenes.

Language: Английский

---