Synthesis of 4-functionalized-1H-indoles from 2,3-dihalophenols.
A new synthesis of 4-halo-1H-indoles has been developed from easily available 2,3-dihalophenol derivatives. The key steps are Smiles rearrangement and a one-pot or stepwise Sonogashira coupling/NaOH-mediated cyclization. Subsequent functionalization allows access to a wide variety of 2,4- or 2,3,4-regioselectively functionalized indoles.
Sanz
Roberto
R
Departamento de Química, Area de Química Orgánica, Facultad de Ciencias, Universidad de Burgos, Pza. Misael Bañuelos s/n, 09001, Burgos, Spain. rsd@ubu.es
Guilarte
Verónica
V
García
Nuria
N
D000478:Alkylation; D006219:Halogens / Q000737:chemistry*; D007211:Indoles / Q000138:chemical synthesis*; D015394:Molecular Structure; D010636:Phenols / Q000737:chemistry*
D006219:Halogens; D007211:Indoles; D010636:Phenols