Synthesis of pyrrole disulfides via umpolung of ß-ketothioamides.
Org Biomol Chem
; 20(38): 7609-7612, 2022 10 05.
Article
in En
| MEDLINE
| ID: mdl-36156622
ABSTRACT
A Na2CO3-promoted reaction of ß-ketothioamides (KTAs) and cyanoacetates was developed for the synthesis of pyrrole disulfides using air as a green oxidant. This protocol features a broad substrate scope and mild reaction conditions. Preliminary mechanistic studies indicate that the reaction involves a tandem unusual umpolung of KTAs, N-cyclization, tautomerization and oxidative coupling process.
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Main subject:
Pyrroles
/
Disulfides
Language:
En
Journal:
Org Biomol Chem
Journal subject:
BIOQUIMICA
/
QUIMICA
Year:
2022
Type:
Article