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New Annulation Techniques; Condensations of Phosphonium Ylides and Substituted 2 H ‐Pyran‐5‐carboxylates; Preparation of Cyclohexenonedicarboxylates and Cyclohexadienedicarboxylates
Author(s) -
Moorhoff Cornelis M.
Publication year - 2003
Publication title -
journal of the chinese chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.329
H-Index - 45
eISSN - 2192-6549
pISSN - 0009-4536
DOI - 10.1002/jccs.200300064
Subject(s) - chemistry , phosphonium , alkyl , pyran , annulation , organic chemistry , medicinal chemistry , catalysis
Substituted alkyl 2 H ‐pyran‐5‐carboxylates condensed with alkyl 3‐oxo‐4‐(triphenylphosphoranylidene)butanoate and alkyl 4‐(triphenylphosphoranylidene)‐2‐butenoate to form substituted 2‐vinyl‐6‐oxo‐4‐cyclohexene‐1,3‐dicarboxylates, some of which showed ecto‐parasiticidal activity in pets and cattle, and substituted 2‐vinyl‐3,5‐cyclohexadiene‐1,3‐dicarboxylates, respectively. The last mentioned product is in marked contrast to the product obtained using the corresponding arsonium analogue.