A Four-Component Reaction Strategy for Pyrimidine Carboxamide Synthesis

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• 作者：Dr. Wei Guo ; Jianhua Liao ; Dongqing Liu ; Jiawei Li ; Fanghua Ji ; Prof. Dr. Wanqing Wu and Prof. Dr. Huanfeng Jiang
• 刊名：Angewandte Chemie International Edition
• 出版年：2017
• 出版时间：January 24, 2017
• 年：2017
• 卷：56
• 期：5
• 页码：1289-1293
• 全文大小：885K
• ISSN：1521-3773

文摘

Demonstrated herein is a highly effective 3 starting materials–4 component reaction (3SM-4CR) strategy for the synthesis of pyrimidine carboxamides from amidines, styrene, and N,N-dimethylformamide (DMF) by a palladium-catalyzed oxidative process. This transformation represents the first example of employing DMF as a dual synthon, a one-carbon-atom synthon and amide synthon, and was proven by isotope-labeling experiments. Additionally, the combination of C−H bond functionalization and cross-dehydrogenative coupling processes affords four chemical bond formations. This sequential 3SM-4CR strategy features inexpensive, readily available starting materials, green oxidants, as well as atom and step economy. It leads to the preparation of pyrimidine carboxamides and has potential applications in the pharmaceutical industry.