Single-carbon atom transfer to a,b-unsaturated amides from N-heterocyclic carbenes

• 成果类型: Article
• 署名作者: Kamitani, Miharu; Nakayasu, Bunta; Fujimoto, Hayato; Yasui, Kosuke; Kodama, Takuya; Tobisu, Mamoru
• 署名单位: University of Osaka; University of Osaka
• 刊物名称: SCIENCE
• ISSN/ISSBN: 0036-14131
• DOI: 10.1126/science.ade5110
• 发表日期: 2023-02-03
• 页码: 468-468
• 关键词: photolysis; chemistry

摘要

Single-carbon atom transfer reactions are lacking in organic synthesis, partly because of the absence of atomic carbon sources under standard solution-phase conditions. We report here that N-heterocyclic carbenes can serve as atomic carbon donors through the loss of a 1,2-diimine moiety. This strategy is applicable to single-carbon atom transfer to a,b-unsaturated amides, which can be converted into homologated g-lactams through the formation of four single bonds to one carbon center in one operation.