Ru(ii)-Catalysed synthesis of (1 H)-isothiochromenes by oxidative coupling of benzylthioethers with internal alkynes

Urriolabeitia, E.P. (Universidad de Zaragoza) ; Ruiz, S.

Resumen: The synthesis of 1H-isothiochromenes by oxidative coupling of benzyl(tert-butyl)thioethers with internal alkynes, catalysed by Ru(ii), has been achieved. The reaction occurs by S-directed C-H activation at the ortho position of the aryl ring, promoted by ruthenium, migratory insertion of the alkyne, 1, 2-thio-Wittig rearrangement of the tert-butyl group and reductive elimination by C-S coupling between the resulting anionic sulfide and the vinylic carbon.

Idioma: Inglés

DOI: 10.1039/c8ob03201g

Año: 2019

Publicado en: ORGANIC & BIOMOLECULAR CHEMISTRY 17, 9 (2019), 2542-2547
ISSN: 1477-0520

Factor impacto JCR: 3.412 (2019)

Categ. JCR: CHEMISTRY, ORGANIC rank: 13 / 57 = 0.228 (2019) - Q1 - T1

Factor impacto SCIMAGO: 0.969 - Organic Chemistry (Q1) - Physical and Theoretical Chemistry (Q1) - Biochemistry (Q2)

Financiación: info:eu-repo/grantAgreement/EUR/COST/CA15106-CHAOS
Financiación: info:eu-repo/grantAgreement/ES/DGA-FEDER/E19-17R

Tipo y forma: Artículo (PostPrint)

Área (Departamento): Área Química Inorgánica (Dpto. Química Inorgánica)