HMDST as Useful Tool in Organic Synthesis: A Further Step in the Delivery of Sulfur Functionalities

Bis(trimethylsilyl)sulfide (HMDST) was demostrated to be a very efficient reagent in the delivery of sulfur functionalities, allowing us to synthesize a wide range of thiocarbonyl compounds. The most reactive derivatives were trapped with suitable dienes, leading to the synthesis of different hetero...

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Bibliographic Details
Published in:Phosphorus, sulfur, and silicon and the related elements Vol. 180; no. 5-6; pp. 1247 - 1251
Main Authors: Capperucci, Antonella, Degl'Innocenti, Alessandro, Nocentini, Tiziano, Castagnoli, Giulio, Malesci, Irene, Cerreti, Arianna
Format: Journal Article
Language:English
Published: Taylor & Francis Group 02-03-2005
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Summary:Bis(trimethylsilyl)sulfide (HMDST) was demostrated to be a very efficient reagent in the delivery of sulfur functionalities, allowing us to synthesize a wide range of thiocarbonyl compounds. The most reactive derivatives were trapped with suitable dienes, leading to the synthesis of different heterocyclic molecules with an high degree of chemo- and regioselectivity. Recently, the mildness of this methodology also allowed us to obtain particularly reactive thiooxocompounds, such as thioformylsilanes, α,β-unsaturated thioaldehydes, thioketones, thioacylsilanes, and thioacylstannanes.
ISSN:1042-6507
1563-5325
DOI:10.1080/10426500590911430