Photochemische Synthesen potentiell hypoglykämisch wirkender 3‐Oxazoline

Photochemical Syntheses of 3‐Oxazolines which Possibly Exhibit Hypoglycemic Activity Reactions of photochemically generated benzonitrile methylides 2 with carbonyl compounds 3 yielded 3‐oxazolines of the types 5 and 6 (Scheme 1) . Photooxidation of 5‐[ p ‐(dimethylamino)phenyl]‐2,2‐dimethyl‐4‐phenyl‐3‐oxazoline ( 5a ) gave 4′‐(2,2‐dimethyl‐4‐phenyl‐3‐oxazolin‐5‐yl)‐ N ‐methylformanilide ( 6r ) which could be transformed to 2,2‐dimethyl‐5‐[ p ‐(methylamino)phenyl]‐4‐phenyl‐3‐oxazoline ( 6s ) by photodecarbonylation. Thirty 3‐oxazolines of types 5 and 6 have been synthesized and tested by oral and/or intraperitoneal administration to starved rats and obese‐hyperglycemic mice.