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Photochemische Reaktionen 100. Mitteilung. Photochemistry of N-Acylimidazoles. V. Photolysis of the N-Acylimidazoles of Dehydroabietic Acid and of 13-Deisopropyl-10-epi-dehydroabietic Acid

✍ Scribed by Shigeo Iwasaki

Book ID
102857362
Publisher
John Wiley and Sons
Year
1978
Tongue
German
Weight
533 KB
Volume
61
Category
Article
ISSN
0018-019X

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✦ Synopsis

Abstract

The irradiation of 1‐(dehydroabietoyl) imidazole (3) gave no Type II elimination product but yielded instead compounds 6 and 7 by migration of the imidazolylcarbonyl group from C(4′) to C(6′) of the abietan moiety, probably via a cyclobutanol intermediate. Similarly, irradiation of 1‐(13′‐deisopropyl‐10′‐epi‐dehydro‐abietoyl)imidazole (13) gave only a small amount of Type II fragmentation product 20, the main products derived from γ‐hydrogen abstraction being the cyclobutanol derivatives 16 and 17.

📜 SIMILAR VOLUMES

Photochemische Reaktionen. 99. Mitteilun
Photochemische Reaktionen. 99. Mitteilung. Photochemistry of N-Acylimidazoles. IV. Structural Factors Leading to Norrish Type II Elimination and to Cyclobutanol Formation in the Photolysis of Acylimidazoles
✍ Shigeo Iwasaki 📂 Article 📅 1978 🏛 John Wiley and Sons 🌐 German ⚖ 755 KB

## Abstract Conformational factors leading to Type II elimination and to cyclobutanol formation were studied in the irradiation of N‐acylimidazoles with simple acyl groups as well as of their photochemical acyl migration products.