✦ LIBER ✦

Photochemische Synthesen potentiell hypoglykämisch wirkender 3-Oxazoline

✍ Scribed by Karl-Heinz Pfoertner; Karl Bernauer; Franz Kaufmann; Eckehard Lorch

Book ID: 102254156
Publisher: John Wiley and Sons
Year: 1985
Tongue: German
Weight: 491 KB
Volume: 68
Category: Article
ISSN: 0018-019X
DOI: 10.1002/hlca.19850680308

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✦ Synopsis

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.

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Photochemische und chemische Synthesen biologisch aktiver 3-Oxazoline

✍ Karl-Heinz Pfoertner; François Montavon; Karl Bernauer 📂 Article 📅 1985 🏛 John Wiley and Sons 🌐 German ⚖ 406 KB

**Photochemical and Chemical Syntheses of Biologically Active 3‐Oxazolines** Using the photoreaction of 2__H__‐azirines with carbonyl compounds, the 2,2‐dimethyl‐3‐oxazolines **5a, 5b**, and **6a** have been obtained which bear a mono‐ or dichlorophenyl substituent at C(4) of the five‐membered hete