1.
Org Biomol Chem
; 12(24): 4252-9, 2014 Jun 28.
Article
in English
| MEDLINE
| ID: mdl-24838670
ABSTRACT
Direct metal-free C-4-selective indolation of pyridines is achieved for the first time using TEMPO and (Boc)2O. A variety of substituents on both indoles and pyridines are tolerated to give 3-(pyridin-4-yl)-1H-indole derivatives in moderate to excellent yields. This finding provides a novel approach for developing metal-free C-H functionalization of pyridines.
Subject(s)
Carbonates/chemistry , Cyclic N-Oxides/chemistry , Indoles/chemistry , Metals/chemistry , Pyridines/chemistry , Alkylation , Oxidation-Reduction , Stereoisomerism
2.
Org Biomol Chem
; 11(45): 7938-45, 2013 Dec 07.
Article
in English
| MEDLINE
| ID: mdl-24135895
ABSTRACT
A general and efficient method for the cross-coupling of indoles with ß-keto esters by using TEMPO/CuSO4·5H2O in air as oxidant has been developed. This reaction features high functional-group compatibility and an excellent selectivity. This methodology provides an alternative approach for the ketonization-olefination of indoles in moderate to good yields.