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Synthesis of 4,5-benzo-3-thiatricyclo[4.1.0.02,7]heptene. A valence isomer of benzo[b]thiepin

✍ Scribed by Ichiro Murata; Toshio Tatsuoka; Yoshikazu Sugihara

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

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Sumnary: 4-Acetoxytricyclo[4.1.0.02y7 ]hept-4-en-3-one (S), a valence isomer of 2-acetoxytropone, was synthesized. Upon heating in pyridine at 15O"C, 3 rearranged into 1-acetoxybicyclo[3.2.O]hepta-3,6-dien-\*-one (9); the mechanism of which was examined by means of deuterium labeling experTments. Re