77078-54-7Relevant articles and documents
Atmospheric Oxygen Mediated Radical Hydrothiolation of Alkenes
McCourt, Ruairí O.,Scanlan, Eoin M.
supporting information, p. 15804 - 15810 (2020/10/26)
A mild, metal-free, atmospheric oxygen-mediated radical hydrothiolation of alkenes (and alkyne) is reported. A variety of sulfur containing motifs including alkanethiols, thiophenols and thioacids undergo an atmospheric oxygen-mediated radical hydrothiolation reaction with a plethora of alkenes in good yield with excellent functional group compatibility, typically with short reaction times to furnish a range of functionalized products. Biomolecules proved tolerant to the conditions and the procedure is robust and easily executable requiring no specialized equipment. Concise mechanistic studies confirm the process proceeds through radical intermediates in a thiol-ene reaction manifold. The methodology offers an efficient “green” approach for thiol-ene mediated “click” ligation and a milder alternative to thermally initiated hydrothiolation processes.
Conversion of Carbon-Sulfur Linkages into Carbon-Silicon Ones via Reductive Silylation. Preparation of Silyl Enol Ethers of Acyltrimethylsilanes
Kuwajima, Isao,Mori, Akio,Kato, Masahiro
, p. 2634 - 2638 (2007/10/02)
Reductive cleavage of carbon-sulfur linkages of silyl enol ethers of thiocarboxylic S-esters can be induced by treatment with sodium or potassium-sodium alloy in the presence of chlorotrimethylsilane, and the corresponding silyl enol ethers of acyltrimethylsilanes can be prepared in high yields.
