INVESTIGADORES
BARDAGI Javier Ivan
artículos
Título:
Synthesis of 4-substituted chromanes and 1-substituted benzo[f]chromanes by tandem 6-exo-trig cyclization-SRN1 reactions.
Autor/es:
JAVIER I. BARDAGÍ; SANTIAGO E. VAILLARD; ROBERTO A. ROSSI
Revista:
Arkivoc
Editorial:
ARKAT USA, Inc.
Referencias:
Año: 2007 vol. IV p. 73 - 83
ISSN:
1424-6376
Resumen:
4-Substituted chromanes and 4-substituted benzo[f]chromanes are obtained in good yields by photostimulated SRN1 reactions of aryl halides ortho-substituted with butenyloxy groups with SnMe3, -PPh2 and -CH2NO2 ions as nucleophiles. The synthetic strategy involves the versatile application of a 6-exo trig radical ring closure in the propagation cycle of the SRN1 reaction. The factors governing the observed distribution of substitution products are also discussed.
