Petasis three-component coupling reactions of hydrazides for the synthesis of oxadiazolones and oxazolidinones.
An application of readily available hydrazides in the Petasis 3-component coupling reaction is presented. An investigation of the substrate scope was performed to establish a general, synthetically useful protocol for the formation of hydrazido alcohols, which were selectively converted to oxazolidinone and oxadiazolone ring systems through triphosgene-mediated cyclization reactions.
Department of Chemistry, Technical University of Denmark, DK-2800 Kgs. Lyngby, Denmark.
Sebastian T
ST
Le Quement
Thomas
T
Flagstad
Remi J T
RJ
Mikkelsen
Mette R
MR
Hansen
Michael C
MC
Givskov
Thomas E
TE
Nielsen
D000447:Aldehydes / Q000737:chemistry; D003500:Cyclization; D006834:Hydrazines / Q000737:chemistry*; D015394:Molecular Structure; D023303:Oxazolidinones / Q000138:chemical synthesis*
D000447:Aldehydes; D006834:Hydrazines; D023303:Oxazolidinones; C029424:hydrazine