Issue 8, 1984

Effects of 5-acyl substituents on some properties of pyran-2,4-diones

Abstract

The effects of 5-acyl substituents on the tautomerism of pyran-2,4-diones are revealed by comparison of the u.v.,i.r., 1H, and 13C n.m.r. spectral properties of 5-acetyl-6-methyl-,5-acetyl-6-phenyl-,5-benzoyl-6-methyl-, and 3,5-diacetyl-6-methyl-pyran-2,4-diones (3)–(6), with those of 6-methyl-(1) and 3-acetyl-6-methyl-pyran-2,4-done (2). The differences in the behaviour of the 5-acyl and 3-acyl derivatives towards primary amines are also discussed. Compound (6) reacts with aniline to form 5-acetyl-2,6-dimethyl-1-phenyl-4-oxopyridine-3-carboxylic acid (7).

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 2, 1984, 1317-1321

Effects of 5-acyl substituents on some properties of pyran-2,4-diones

S. Tan, K. Ang, H. Jayachandran and M. P. Sammes, J. Chem. Soc., Perkin Trans. 2, 1984, 1317 DOI: 10.1039/P29840001317

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