The use of 2-oxazolidinones as latent aziridine equivalents. 2. Aminoethylation of aromatic amines, phenols, and thiophenols

GS Poindexter, DA Owens, PL Dolan…

Index: Poindexter, Graham S.; Owens, Donald A.; Dolan, Peter L.; Woo, Edmund Journal of Organic Chemistry, 1992 , vol. 57, # 23 p. 6257 - 6265

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Citation Number: 45

Abstract

The utility of 2-oxazolidmones 1 a~ latent, carboxylated aziridine functionalities was examined. Reaction of 2-ozezolidinone (la), 3-methyl-2-oxamlidinone (lb), 3-(phenylmethyl)- 2-oxamlidinone (IC), 3-phenyl-2-oxazolidinone (la), 4, 4-dimethyl-2-oxazolidinone (le), and 5-ethyl-2-oxazolidinone (If) with aromatic amine salta, phenol, or thiophenole at elevated temperaturea (> 130" C) afforded aminoethylated adducts. The aminoethylation occurred ...