日本大阪大学Mamoru Tobisu团队报道了单碳原子从N-杂环碳烯转移到α、β-不饱和酰胺。相关研究成果发表在2023年2月3日出版的《科学》。

有机合成中缺乏单碳原子转移反应，部分原因是在标准溶液相条件下缺乏原子碳源。

该文中，研究人员报道了N-杂环碳烯可以通过失去1,2-二亚胺部分作为原子碳供体。该策略适用于单碳原子转移至α，β-不饱和酰胺，通过在一次操作中形成四个单键至一个碳中心，可将其转化为γ-内酰胺。

附：英文原文

Title: Single–carbon atom transfer to α,β-unsaturated amides from N-heterocyclic carbenes

Author: Miharu Kamitani, Bunta Nakayasu, Hayato Fujimoto, Kosuke Yasui, Takuya Kodama, Mamoru Tobisu

Issue&Volume: 2023-02-03

Abstract: 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 α,β-unsaturated amides, which can be converted into homologated γ-lactams through the formation of four single bonds to one carbon center in one operation.

DOI: ade5110

Source: https://www.science.org/doi/10.1126/science.ade5110