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3-Vinylcoumarins and 3-vinylchromenes as dienes. Application to the synthesis of 3,4-fused coumarins and chromenes

✍ Scribed by Minami, Toru; Matsumoto, Yasuyuki; Nakamura, Seigo; Koyanagi, Shinichiro; Yamaguchi, Masahiko


Book ID
121267983
Publisher
American Chemical Society
Year
1992
Tongue
English
Weight
972 KB
Volume
57
Category
Article
ISSN
0022-3263

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On irradiation (350 nm) in the presence of 2,3-dimethylbuta-1,3-diene (8), 4-(alk-1-ynyl)coumarins 1 afford mixtures of cyclobuta-and cycloocta-annulated products 9 and 10, respectively. In contrast, the corresponding thiocoumarins 2 react with the same diene chemoselectively to give cyclohexa-annul