Transition from π radicals to σ radicals: substituent-tuned cyclization of hydrazonyl radicals.
Angew Chem Int Ed Engl
; 53(12): 3158-62, 2014 Mar 17.
Article
em En
| MEDLINE
| ID: mdl-24677438
ABSTRACT
Hydrazonyl radicals are known for their p-electronic structures; however, their s-electronic structures have not been reported as yet. Herein, we show that readily accessible b,g- and g,d-unsaturated N-trichloroacetyl and Ntrifluoroacetyl hydrazones can be conveniently converted into hydrazonyl s radicals, which subsequently undergo 5-exo-trig radical cyclization at the N1 or N2 atom to form pyrazolines and azomethine imines, respectively.
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01-internacional
Base de dados:
MEDLINE
Idioma:
En
Ano de publicação:
2014
Tipo de documento:
Article