Solvent/oxidant-switchable synthesis of multisubstituted quinazolines and benzimidazoles via metal-free selective oxidative annulation of arylamidines.
Org Lett
; 16(11): 2822-5, 2014 Jun 06.
Article
in En
| MEDLINE
| ID: mdl-24814536
ABSTRACT
A fast and simple divergent synthesis of multisubstituted quinazolines and benzimidazoles was developed from readily available amidines, via iodine(III)-promoted oxidative C(sp(3))-C(sp(2)) and C(sp(2))-N bond formation in nonpolar and polar solvents, respectively. Further selective synthesis of quinazolines in polar solvent was realized by TEMPO-catalyzed sp(3)C-H/sp(2)C-H direct coupling of the amidine with K2S2O8 as the oxidant. No metal, base, or other additives were needed.
Full text:
1
Collection:
01-internacional
Database:
MEDLINE
Main subject:
Quinazolines
/
Benzimidazoles
/
Amidines
Language:
En
Journal:
Org Lett
Journal subject:
BIOQUIMICA
Year:
2014
Document type:
Article
Affiliation country:
China