Unconventional oxazole formation from isocyanides.
The coupling of an acyl chloride with an isocyanide affords 2,5-disubstituted oxazoles under mild basic conditions instead of 4,5-disubstituted derivatives when using Schöllkopf conditions (butyllithium); this reaction constitutes a remarkable example of a base-induced chemoselective process in isocyanide chemistry.
dos Santos
Aurélie
A
Laboratoire Chimie et Procédés, UMR 7652, Ecole Nationale Supérieure des Techniques Avancées, 32 Bd Victor, 75015, Paris, France.
El Kaïm
Laurent
L
Grimaud
Laurence
L
Ronsseray
Caroline
C
D003486:Cyanides / Q000378:metabolism*; D015394:Molecular Structure; D010080:Oxazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000378:metabolism*
D003486:Cyanides; D010080:Oxazoles