Metal- and Solvent-Free Synthesis of Substituted Pyrimidines via an NH₄I-Promoted Three-Component Tandem Reaction

Fang Fang, Jie Xia, Siying Quan, Shanping Chen* and Guo-Jun Deng*

*Key Laboratory of Green Organic Synthesis and Application, College of Chemistry, Xiangtan University, Xiangtan 411105, P. R. China, Email: spchenxtu.edu.cn, gjdengxtu.edu.cn

F. Fang, J. Xia, S. Quan, S. Chen, G.-J. Deng, J. Org. Chem., 2023, 88, 14697-14707.

DOI: 10.1021/acs.joc.3c01700

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Abstract

NH₄I promotes a facile and practical three-component tandem reaction of ketones, NH₄OAc, and N,N-dimethylformamide dimethyl acetal to provide a broad range of substituted pyrimidines in acceptable yields under metal- and solvent-free conditions. The method offers a broad substrate scope with good functional group tolerance, and gram-scale synthesis.

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proposed mechanism

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Key Words

pyrimidines, multicomponent reactions

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ID: J42-Y2023