Reactions between Weinreb amides and 2-magnesiated oxazoles: a simple and efficient preparation of 2-acyl oxazoles.
Treatment of oxazole or 5-aryl oxazoles with i-PrMgCl smoothly generates the corresponding 2-Grignard reagents, which react with Weinreb amides to provide exclusively 2-acyl oxazole products.
Pippel
Daniel J
DJ
Johnson & Johnson Pharmaceutical Research and Development, L.L.C., 3210 Merryfield Row, San Diego, CA 92121, USA. dpippel@prdus.jnj.com
Mapes
Christopher M
CM
Mani
Neelakandha S
NS
D000577:Amides / Q000737:chemistry*; D008274:Magnesium / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D010080:Oxazoles / Q000737:chemistry*
D000577:Amides; D010080:Oxazoles; D008274:Magnesium