Desulfurative Ni-Catalyzed Reductive Cross-Coupling of Benzyl Mercaptans/Mercaptoacetates with Aryl Halides.
J Org Chem
; 87(5): 3799-3803, 2022 03 04.
Article
in En
| MEDLINE
| ID: mdl-35020395
ABSTRACT
The C-S activation and sulfur removal from native thiols is challenging, which limits their application as feedstock materials in organic synthesis despite their natural abundance. Herein, we introduce a per-/polyfluoroaryl moiety, which serves as a redox-active scaffold, into sp3-hybridized thiols to activate the C-S bond. Using a Ni catalyst with MgBr2 as an additive, the S group can be removed to yield an aliphatic radical that can react with an aryl halide in a reductive cross-coupling.
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Main subject:
Sulfhydryl Compounds
/
Sulfur
Language:
En
Journal:
J Org Chem
Year:
2022
Document type:
Article