Direct Bis-Alkyl Thiolation for Indoles with Sulfinothioates under Pummerer-Type Conditions.
J Org Chem
; 87(2): 1133-1143, 2022 01 21.
Article
em En
| MEDLINE
| ID: mdl-35014848
ABSTRACT
A base-free bis-alkyl thiolation reaction of indoles with sulfinothioates under Pummerer-type conditions is described. Sulfinothioates, activated with 2,2,2-trifluoroacetic anhydride, are demonstrated to be an efficient thiolation reagent for wide applications. This approach enabled double C-H thiolation at the C2 and C3 of the indole in one pot. The mechanism studies suggested the thiolation was realized through the sulfoxonium salt rather than sulfenyl carboxylate.
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1
Base de dados:
MEDLINE
Assunto principal:
Indóis
Idioma:
En
Ano de publicação:
2022
Tipo de documento:
Article