BECAS
FERNÁNDEZ JuliÁn Francisco
congresos y reuniones científicas
Título:
One-step preparation of novel 1-(N-indolyl)-1,3- butadienes by base-catalysed isomerization of alkynes as an access to 5-(N-indolyl)- naphthoquinones
Autor/es:
C. M. PIS DIEZ; J. F. FERNANDEZ; J. A. PALERMO
Lugar:
Denver
Reunión:
Congreso; American Chemical Society Summer School on Green Chemistry and Sustainable Energy; 2018
Institución organizadora:
American Chemical Society
Resumen:
A series of novel 1-(N-indolyl)-1,3-butadienes, as (1:1) mixtures of the Eand Z dienes, was prepared in one step by base-catalysed isomerization ofN-alkylindoles having a terminal butyne chain. The reaction conditions aremild, and, in all cases the yields were very high (over 90%). The E and Zdienes were separated by preparative TLC and could be fully characterized.A mechanism was proposed for this reaction, key intermediate thatsupports the proposed mechanism could be isolated and fullycharacterized. A theoretical study of the proposed mechanism wasperformed by computational methods and the results validated theproposal.
