INVESTIGADORES
GRANADOS Alejandro Manuel
artículos
Título:
First intramolecular carbometalation of lithiaded double bonds. A new synthesis of functionalized indoles and dihydropyrroles
Autor/es:
JOSÉ BARLUENGA; ROBERTO SANZ; ALEJANDRO GRANADOS; JAVIER F. FAÑANÁS
Revista:
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Editorial:
AMER CHEMICAL SOC
Referencias:
Lugar: Washington; Año: 1998 vol. 120 p. 4865 - 4866
ISSN:
0002-7863
Resumen:
In conclusion, we have described an efficient conversion of
dilithiated compounds, derived from bis(2-bromoallyl)amines, to
dihydropyrrole derivatives by using TMEDA or catalytic amounts
of CuCN, representing, as far as we know, the first intramolecular
carbometalation of lithiated double bonds. In addition, a simple
and straightforward synthesis of indoles has been also developed
on the basis of this strategy. Further studies on the mechanism
and synthetic applications of this novel transformation will be
reported in due course.
