Sustainable Synthesis of Oximes, Hydrazones, and Thiosemicarbazones under Mild Organocatalyzed Reaction Conditions.
Pyrrolidine catalyzes very efficiently, presumably via iminium activation, the formation of acyloximes, acylhydrazones, and thiosemicarbazones derived from aromatic and aliphatic aldehydes using equimolar amounts of reagents and green solvents. Experimental simplicity and excellent yields after a simple filtration are the main advantages of the method, being an alternative to those currently available especially for the acyl derivatives, which do not work under uncatalyzed conditions. Its application to the synthesis of acyloximes by direct condensation between aldehydes and acylhydroxylamines is unprecedented.
Department of Organic Chemistry, Universidad Autónoma de Madrid , Cantoblanco, 28049 Madrid, Spain.
Sara
S
Morales
Department of Organic Chemistry, Universidad Autónoma de Madrid , Cantoblanco, 28049 Madrid, Spain.
José Luis
JL
Aceña
Department of Organic Chemistry, Universidad Autónoma de Madrid , Cantoblanco, 28049 Madrid, Spain.
José Luis
JL
García Ruano
Department of Organic Chemistry, Universidad Autónoma de Madrid , Cantoblanco, 28049 Madrid, Spain.
M Belén
MB
Cid