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Formation of N-Sulfonylcarbamates from Epichlorohydrin: Synthesis of Polyfunctional Oxazolidin-2-ones
Journal article   Peer reviewed

Formation of N-Sulfonylcarbamates from Epichlorohydrin: Synthesis of Polyfunctional Oxazolidin-2-ones

Hamdi Rmedi, Mohamed Béji and Ahmed Baklouti
Synthetic communications, Vol.37(13), pp.2215-2223
01/07/2007

Abstract

aroxy and alkoxysulfonyl isocyanates N-sulfonyl bromocarbamates oxazolidin-2-one
The addition of 3-methylbut-2-enoic acid-3-bromo-2-hydroxypropyl ester 2 and 1-bromo-3-phenylsulfanyl propan-2-ol 3, obtained from epichlorohydrin, to aroxy and alkoxysulfonyl isocyanates 1 in anhydrous ether at ambient temperature affords the corresponding N-sulfonyl bromocarbamates 4. These are treated with triethylamine in refluxing acetone to give exclusively the corresponding polyfunctional oxazolidin-2-ones 5 with good yields.

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