α-Benzoyloxylation of β-keto sulfides at ambient temperature

Abstract

A facile and efficient general protocol for the α-benzoyloxylation of β-keto sulfides at ambient temperature is presented.

Organocatalytic Isomerization/Allylic Alkylation of O-Acylated Hemithioacetals and Their Application in Tandem Sequence to Access 2,7-Dioxabicyclo[2.2.1]heptan-3-one Derivatives

“…The residue was purified by column chromatography (silica gel, EtOAc/petroleum ether (60–90 °C)) to provide the desired products. For the synthesis of 1m – o , a solution of 1-(phenylthio)­propan-2-one (1.0 mmol) and peroxyanhydride (1.1 mmol) in toluene (1 mL) was stirred in a sealed tube reactor at room temperature for 4 days. The resulting mixture was concentrated in vacuo, diluted with DCM, and washed with saturated aqueous solution of NaHCO 3 .…”

M(II) (M=Cu, Ni) Assisted C−S Bond Cleavage and Oxidative Dehydrogenation of Amine on Non‐Innocent Salen Type Ligand Platforms by Varying Nitrogen vs. Sulfur Coordination Atoms

“…[3] The interest might be focused on, particularly, the cleavage of carbon-sulfur bond (CÀ S bond) in thioether ligand by transition metal ions. [4] The CÀ S bond cleavage is an important chemical process in chemistry and biology such as desulfurization of petroleum, [5] organic synthesis, [6] aerobic oxidative cleavage of β-ketosulfides, [7] and Me-CoM reductase. [8] However, metal ion assisted CÀ S bond cleavage is not an uncommon phenomenon, [9] but the unusual rearrangement of ligand fragments during CÀ S bond cleavage in macro-thioether ligand by metal ions is studied on newly synthesized ligand, S 2 O 2 in this paper.…”

Spectroscopic and theoretical studies of some 2‑(methoxy)‑2‑[(4‑substituted)‑phenylsulfanyl]‑(4′‑substituted) acetophenones

“…α-Thio-keto compounds constitute an important organic framework widely applied as intermediates in many synthetic transformations [1], and frequently used as building blocks in the synthesis of drugs and bioactive compounds [2]. In this context, α-keto thioacetals and their analogues are often used in various synthetic applications, such as in the preparation of complex intermediates [3] and bioactive natural products [4]. With the objective of exploring these themes we have been performing studies in searching for selective cyclooxygenase-2 (COX-2) enzyme inhibitors containing selenium-sulfur atoms [5][6][7], and in molecular docking studies [8] to understand the mechanism of its inhibition.…”