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Thiosulfonylation of unactivated alkenes with visible-light organic photocatalysis

Tijdschriftbijdrage - Tijdschriftartikel

A metal-free method for the vicinal thiosulfonylation of unactivated alkenes with thiosulfonates using 9-mesityl-10-methylacridinium perchlorate as the photo-organocatalyst with visible-light irradiation has been developed. The method can be performed in dimethyl carbonate under air at room temperature and features a broad functional group compatibility. Metrics indicate the green potential of the developed versus the state-of-the-art methodologies. Mechanistic studies revealed no single electron transfer but involvement of an energy transfer from the excited photo-organocatalyst to thiosulfonate reactant, subsequently providing a sulfenyl and a sulfonyl radical via homolytic cleavage.
Tijdschrift: ACS catalysis
ISSN: 2155-5435
Volume: 10
Pagina's: 8765 - 8779
Jaar van publicatie:2020
Trefwoorden:A1 Journal article
BOF-keylabel:ja
BOF-publication weight:6
CSS-citation score:1
Authors from:Higher Education
Toegankelijkheid:Open