Reactivity of p-Toluenesulfonylmethyl Isocyanide: Iron-Involved C-H Tosylmethylation of Imidazopyridines in Nontoxic Media.
J Org Chem
; 81(18): 8370-7, 2016 09 16.
Article
em En
| MEDLINE
| ID: mdl-27557624
ABSTRACT
A novel iron-involved tosylmethylation of imidazo[1,2-α]pyridines with p-toluenesulfonylmethyl isocyanide in a solvent mixture of H2O and PEG400 under an Ar atmosphere has been developed. This protocol provides a facile synthetic route for the functionalization of the imidazo[1,2-α]pyridine scaffold with broad substrate compatibility, which is less expensive and environmentally friendly. The current methodology could further enable regioselective C-H tosylmethylation of indole at the C3 position. Also, p-toluenesulfonylmethyl isocyanide was utilized as the tosylmethylating reagent for the first time.
Texto completo:
1
Base de dados:
MEDLINE
Assunto principal:
Piridinas
/
Compostos de Tosil
/
Imidazóis
/
Ferro
/
Nitrilas
Idioma:
En
Revista:
J Org Chem
Ano de publicação:
2016
Tipo de documento:
Article