Electron transfer reduction of nitriles using SmI2-Et3N-H2O: synthetic utility and mechanism.
Org Lett
; 16(4): 1092-5, 2014 Feb 21.
Article
in En
| MEDLINE
| ID: mdl-24494855
ABSTRACT
The first general reduction of nitriles to primary amines under single electron transfer conditions is demonstrated using SmI2 (Kagan's reagent) activated with Lewis bases. The reaction features excellent functional group tolerance and represents an attractive alternative to the use of pyrophoric alkali metal hydrides. Notably, the electron transfer from Sm(II) to CN functional groups generates imidoyl-type radicals from bench stable nitrile precursors.
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Main subject:
Samarium
/
Amines
/
Iodides
/
Nitriles
Language:
En
Journal:
Org Lett
Journal subject:
BIOQUIMICA
Year:
2014
Document type:
Article
Affiliation country:
Reino Unido