Tuned methods for conjugate addition to a vinyl oxadiazole; synthesis of pharmaceutically important motifs.
The addition of various nucleophiles to a vinyl 1,2,4-oxadiazole is described. Following optimisation, individual protocols tuned for the use of each specific class of reagent have been developed to allow the installation of nitrogen, sulfur, oxygen, and carbon nucleophiles, and leading to the preparation of a series of compounds containing the pharmaceutically important oxadiazole motif.
Burns
Alan R
AR
Department of Pure and Applied Chemistry, WestCHEM, University of Strathclyde, 295 Cathedral Street, Glasgow, Scotland, UKG1 1XL.
Kerr
Jennifer H
JH
Kerr
William J
WJ
Passmore
Joanna
J
Paterson
Laura C
LC
Watson
Allan J B
AJ
D002244:Carbon / Q000737:chemistry; D009584:Nitrogen / Q000737:chemistry; D010069:Oxadiazoles / Q000138:chemical synthesis* / Q000737:chemistry; D010100:Oxygen / Q000737:chemistry; D013455:Sulfur / Q000737:chemistry; D014753:Vinyl Compounds / Q000138:chemical synthesis* / Q000737:chemistry
D010069:Oxadiazoles; D014753:Vinyl Compounds; D013455:Sulfur; D002244:Carbon; D009584:Nitrogen; D010100:Oxygen