论文信息 - Sensibilisierte Photooxidation von Butadien‐(1,3)‐sultamen‐(1,4)

Sensibilisierte Photooxidation von Butadien‐(1,3)‐sultamen‐(1,4)

Sensitized Photooxidation of Butadiene-(1,3)-sultames-(1,4) The sensitized photooxidation of the butadiene-sultames 1a–d gives 2-aryl-3,5-dimethyl-5-hydroxy-1,1,6-trioxo-5,6-dihydro-2H-1,2-thiazines 2a–d in yields of 60%. The compounds 2a–d are instable against bases and acids. With triethylamine the N-aryl-5-hydroxypyrrolin-2-ones 5a–d are formed by SO2-extrusion. With alkali 2b reacts to 5b and cis-β-acetyl-methacrylic acid 4. 1H- and 13C-n.m.r. spectroscopic data of 2 and 5 are given.

G. Lutze | E. Fanghänel | E. D. Nascimento | L. R. Radeglia | B. Bode

[1] R. Norris,et al. On the mechanism of the sensitized photooxygenation of pyrroles , 1976 .

[2] R. Norris,et al. The dye-sensitized photooxygenation of N-phenylpyrrole , 1974 .

[3] W. Wucherpfennig. Ringspaltung von 2‐[Alkyl(bzw. Aryl)‐sulfonyl]‐3.6‐dihydro‐2H‐1.2‐thiazin‐1‐oxiden und ‐1‐[N‐sulfonyl]‐iminen durch nucleophile Reagenzien , 1971 .

[4] B. Helferich,et al. über Sultame, III. Eine neue Synthese von Pyrrol‐ und Indol‐Derivaten , 1961 .

[5] B. Helferich,et al. über Sultame, II. Synthese von Butadien‐(1.3)‐sultamen‐(1.4) , 1961 .