Thiosilane‐ and Organoselenosilane‐Mediated Novel Access to 3,7‐Disubstituted‐1,2,5‐ trithiepanes and ‐1,2,5‐dithiaselenepanes

Abstract

The reaction of bis(trimethylsilyl)sulfide

Towards New Catalytic Antioxidants: A Simple and Mild Synthesis of Selenenylsulfides

“…GPx-like activity was determined according to a reported NMR assay [28][29][30]. DTT red (0.14 mmol) and catalyst (0.014 mmol) were dissolved in CD 3 OD (0.6 mL), and the solution was added to 35% H 2 O 2 (14 µL, 0.14 mmol) to start the reaction.…”

“…. Het (N, O) interactions [23].Owing to the interest in these selenium containing compounds, the search for novel procedures to prepare small molecules containing the Se-S unit is of great interest.Our long-dated interest in the chemistry of silyl chalcogenides allowed to disclose novel procedures to access a plethora of sulfur and selenium containing molecules exploiting the nucleophilic behaviour of the chalcogen atom towards various electrophiles [24][25][26][27][28][29]. Recently we reported the reaction of bis(trimethylsilyl)selenide (HMDSS) with N-thiophtalimides as a mild, general metal free procedure for the synthesis of variously substituted disulfides [30].Indeed, despite the interest in the reactivity of selenols as nucleophilic selenium transfer reagents, their use has been critically limited by their instability.…”

“…Our long-dated interest in the chemistry of silyl chalcogenides allowed to disclose novel procedures to access a plethora of sulfur and selenium containing molecules exploiting the nucleophilic behaviour of the chalcogen atom towards various electrophiles [24][25][26][27][28][29]. Recently we reported the reaction of bis(trimethylsilyl)selenide (HMDSS) with N-thiophtalimides as a mild, general metal free procedure for the synthesis of variously substituted disulfides [30].…”

1,3,5-Trithianes and sulfur monochloride/sodium sulfide: an alternative route to 3,5-disubstituted 1,2,4-trithiolanes

“…During our investigation on the synthesis of chalcogen-containing derivatives [12][13][14][15][16][17][18] we became interested in the study of new convenient methods to prepare polysulfurated heterocycles. Five membered systems, such as 1,2,4-trithiolanes, as well as six and seven membered derivatives, namely tetrathianes and trithiepanes, represent interesting compounds both for their organoleptic properties and for their use as precursors of other polysulfurated compounds.…”

Sulfur, selenium and tellurium containing amines act as effective carbonic anhydrase activators

“…We sought to use N-H 3 unactivated aziridines in reactions with suitable nucleophiles for preparing these derivatives. Indeed, ring opening reactions of strained heterocycles with chalcogen nucleophiles, including silyl chalcogenides [22][23][24][25][26][27] represents a versatile way to obtain a large variety of biologically and synthetically valuable organosulfur, 28 organoselenium, 29 and organotellurium 30 compounds.…”