Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
NOVEL CAGE COMPOUNDS FROM THE REACTIONS OF THIAZOLIUM N-METHYLIDES WITH METHYLENECYCLOPROPENES
Otohiko TsugeHiroshi Shimoharada
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1982 Volume 30 Issue 5 Pages 1903-1906

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Abstract
Thiazolium N-dicyanomethylide and N-phenacylide reacted with methylenecyclopropenes bearing a carbonyl functional group at the 4-position in THF to give novel cage compounds arising from an intramolecular cyclization of the initially formed endo-[3+2] cycloadducts. Although the reaction of the N-dicyanomethylide with a methylenecyclopropene having two cyano groups at the 4-position in THF gave no adduct, the same reaction in an alcohol afforded a cage compound incorporated with the alcohol.
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© The Pharmaceutical Society of Japan
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