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Halogenated ketenes. 37 . The synthesis of pyranones utilizing the (4 + 2) cycloaddition of ketenes and siloxy dienes
Author(s) -
Brady William T.,
Agho Michael O.
Publication year - 1983
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570200302
Subject(s) - cycloaddition , chemistry , hydrolysis , medicinal chemistry , organic chemistry , combinatorial chemistry , catalysis
The reaction of diphenyl‐, dichloro‐, and chloroketenes with several siloxy dienes results in (4 + 2) and/or (2 + 2) cycloaddition products depending primarily on Substitution in the diene. The (4 + 2) cycloaddition products are easily hydrolyzed to pyranones. These results are discussed in terms of a dipolar intermediate.