The sulphenic acid intermediates produced Shelton and Davis have demonstrated the ease of addition thermally from penicillin sulphoxides can be added of t-butylsulphenic acid across electrophilic systems such as across acetylenic esters to produce conjugated sulph-acetylenic esters.2 I n examining the chemistry of penioxides in good yield.cillin sulphoxides3 it has also been found that their derived sulphenic acids react with acetylenic esters such as dimethyl A RECENT report1 on the preparation of the conjugated acetylenedicarboxylate. I n initial experiments with the sulphoxide (1) from a penicillin prompts us to report a trichloroethyl ester (2a) difficulty was experienced in different route to similar systems.separating the initial reaction products. Chromatography
Acetylendicarbonsäuredimethylester (I) liefert mit dem Penicillinsulfoxid (IIa) das 1:1‐Addukt (III) und mit (IIb) ein l:l‐Gemisch der isomeren Sulfoxide (IV), die bei Behandlung mit katalytischen Mengen Triäthylamin in Äthylacetat bei‐Raumtemperatur u.a. das Cyclisierungsprodukt (V) ergeben.
Penicillin‐S‐oxide werden beim Erhitzen in Benzol zu Sulfensäuren aufgespalten, die bei Anwesenheit von Acetylendicarboxylat mit diesem Addukte bilden.
scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.