Reactions of 1-tert-butyl-3-phenylaziridinone and. alpha.-bromo-N-tert-butylphenylacetamide with benzyl Grignard reagents

HE Baumgarten, NCR Chiang, VJ Elia…

Index: Baumgarten, Henry E.; Chiang, Nein-Chu Robert; Elia, Victor J.; Beum, Paul V. Journal of Organic Chemistry, 1985 , vol. 50, # 26 p. 5507 - 5512

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Citation Number: 5

Abstract

1-tert-Butyl-3-phenylaziridinone (1) reacts with benzyl halide Grignard reagents (Br and C1) to give N-tert-butyl-2, 3-diphenylpropanamide (4), N-tert-butyl-Z-phenylacetamide (3), N-tert- butyl-2-o-tolyl-2-phenyl-acetamide (5), l-(tert-butylamino)-1, 3-diphenylpropan-2-one (7), N- benzyl-N-tert-butyl-2-phenylacetamide (6), and N-tert-butyl-2-halo-2-phenylacetamide (2, X= Br, Cl). The choice of solvent appears to determine the relative amounts of products 4 and ...