Acid-Mediated Sulfonylthiolation of Arenes via Selective Activation of SS-Morpholino Dithiosulfonate

Autor:	Koudai Furuhashi, Shin-ichi Fukuzawa, Teruyuki Komatsu, Kazuya Kanemoto, Yoshitsugu Morita
Rok vydání:	2021
Předmět:	chemistry.chemical_compound chemistry Tosyl Morpholino Organic Chemistry Substrate (chemistry) chemistry.chemical_element Physical and Theoretical Chemistry Electrophilic aromatic substitution Biochemistry Sulfur Combinatorial chemistry
Zdroj:	Organic Letters. 23:1582-1587
ISSN:	1523-7052 1523-7060
DOI:	10.1021/acs.orglett.0c04289
Popis:	A trifluoroacetic-acid-mediated desulfurilative sulfonylthiolation of arenes using SS-morpholino dithiosulfonate is described. This system is based on selective activation of the morpholino group over the tosyl group of the doubly transformable sulfur surrogate. Mechanistic studies suggested that the reaction proceeds through electrophilic aromatic substitution followed by sulfur extrusion. The wide substrate scope of this reaction and the transformability of the resulting thiosulfonates enable expeditious access to divergent multifunctionalized sulfides.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::1cb6da37bd86074ad9fc61a0ce99124d https://doi.org/10.1021/acs.orglett.0c04289 Zobrazit plný text záznamu