Facile One-Pot Method for the Synthesis of Novel N-Dichloroacetyl-1,3-oxazolidines

Abstract

A short and efficient route to synthesis and structural characterization of a series of novel N-dichloroacetyl-5-ethyl-1,3-oxazolidine derivatives has been developed. These new compounds, characterized by the substitution at position 2 by alkyls, cycloalkanes, benzyls, or aryls, have been synthesized in good yields via a sequential procedure involving cycloaddition, condensation, and acylation. All the compounds are characterized by infrared, ¹H NMR, and ¹³C NMR.

Keywords:

• Acylation
• condensation
• cycloaddition
• dichloroacetyl oxazolidines
• synthesis

ACKNOWLEDGMENTS

We are grateful for the support from the Natural Science Foundation of Heilongjiang Province (No. B200602), the Research Science Foundation in Technology Innovation of Harbin (Nos. 2006RFXXN005 and 2007RFQXN017), the Science and Technology Research Project of Heilongjiang Education Department (No. 11521038), and the Northeast Agricultural University Doctor Foundation Project. J. D. M. thanks the Materials Research Science and Engineering Center (MRSEC) at the University of Massachusetts for NMR machine time.