Preparation of substituted 2-pyridones by thermal rearrangement of propargylic pyrrolidine pseudoureas

LE Overman, S Tsuboi, JP Roos…

文献索引：Overman,L.E.; Tsuboi,S.; Ross,J.P. Journal of the American Chemical Society, 1980 , vol. 102, p. 747

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被引用次数: 38

摘要

Abstract: A new method for preparing 3, 6-dialkyl-(and-diaryl-) 2-pyridones is reported (Scheme 11). Secondary propargylic alcohols are condensed with 1-cyanopyrrolidine to yield pseudoureas 1, which are directly rearranged in refluxing xylene to afford 3, 6- disubstituted 2-pyridones 2. This experimentally simple method is illustrated with nine examples, and the overall yields range from 12 to 79%. This method is most successful ( ...