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Photoinduced reactions. LXX. Photochemistry of 2-isoxazolines

✍ Scribed by Teruo Matsuura; Yoshikatsu Ito


Publisher
Elsevier Science
Year
1973
Tongue
French
Weight
227 KB
Volume
14
Category
Article
ISSN
0040-4039

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✦ Synopsis


Most of photochemical valence tautomerization and fragmentation reactions of five-membered heteroaromatics of type$(c = 0, S or NR)2) can be interpreted by one of three tyoes of reactions occurring at the initial stage (Fig. 1), although other types of bond alternations have been considered in particular cases. 3) These three types of reactions may be formally regarded as [2 + 21 reactions. In this respect, photochemical reactions of corresponding dihydroheteroaromatics of typeL(c = 0, S or NR) can be classified into five categories (i)-(v) (Fig. 2). Among them, tyoe (i) reaction is known to occur with 4,5_dihydrofurans and 2-thiazolines, 4) type (iii) with 2-thiazolines and 1,2,3-triazolines 596) and type (iv) with 3,5-diohenyl-2isoxazoline.7) We now report that t.vpes (iii), (iv) and (v) of reactions occur with certain 2-isoxazolines.


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Photochemical reaction of 3-aryl-2-isoxa
✍ Tsutomu Kumagai; Yasuhiko Kawamura; Toshio Mukai πŸ“‚ Article πŸ“… 1983 πŸ› Elsevier Science 🌐 French βš– 228 KB

Irradiation of 3-aryl-2-isoxazolines (lb and &) results in a hydro-gen abstraction reaction from toluene, xylene or mesitylene by the carbon-nitrogen double bond to give isoxazolidine derivatives.