A new synthesis of oxazolidin-2-ones from trifluroacetamides

Add time:08/27/2019    Source:sciencedirect.com

Treatment of 1-hexadecyloxy-2,3-epoxypropane ot its derivatives, 1-chloro-3-hexadecyloxy-2-propanol and 2-hydroxy-3-hexadecyloxy-propyl p-toluensulfonate, with N-alkyl trifluroacetamides sodium salt gave 3-alkyl-oxazolidin-2-ones in good yields. The in situ formed alkoxy anion is believed to attack the trifluoroacetamide group leading to the trifluoromethyl elimination and the subsequent ring formation. The reaction did not take place when unsubstituted trifluroacetamide was used.

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