Unprecedented α-imino N-acyl pyrazoles were efficiently and selectively prepared through the 1,5,7-triazabicyclo[4.4.0]dec-5-ene (TBD)-catalyzed reaction of nitrosoarenes with N-acyl pyrazoles via an N-nitroso aldol reaction/dehydration sequence. The α-imino acyl pyrazoles were demonstrated to be new versatile intermediates for practical one-pot syntheses of α-imino amides, dipeptide precursors, esters, and β-amino alcohols. The synthetic method competes with known protocols in terms of ready availability of the reagents and catalyst, mild and catalytic reaction conditions, gram-scale applicability, and scope of the α-imino acid derivatives achievable.
|Titolo:||Direct α-Imination of N-Acyl Pyrazoles with Nitrosoarenes|
VOLPE, CHIARA [Methodology]
MENINNO, Sara [Supervision]
CAPOBIANCO, Amedeo [Software]
LATTANZI, Alessandra [Conceptualization] (Corresponding)
|Data di pubblicazione:||2019|
|Appare nelle tipologie:||1.1.2 Articolo su rivista con ISSN|