The Journal of Organic Chemistry

Cycloaddition reaction of dimethyl acetylenedicarboxylate with 2, 4, 5-triphenyl-[3H]-pyrrol-3-one 1-oxide

JP Freeman, MJ Haddadin

文献索引：Freeman, Jeremiah P.; Haddadin, Makhluf J. Journal of Organic Chemistry, 1980 , vol. 45, # 24 p. 4898 - 4902

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被引用次数: 7

摘要

The reaction of 2, 4, 5-triphenyl-3H-pyrrol-3-one I-oxide with dimethyl acetylenedicarboxylate gave pyridine 9a, 4 (3H)-pyridone loa, isoxazolidine 11, and traces of pyridone 13. Pyridone 10a is not an intermediate in the formation of 9a, yet on photolysis or pyrolysis above its melting point, loa yielded pyridine 9a. Possible reaction mechanisms that rationalize the formation of these products are discussed.