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国家卫生健康委员会催化的自由基串联环化反应:α,α-二氟-γ-内酰胺衍生物的高效合成

NHC catalyzed radical tandem cyclization: an efficient synthesis of α,α-difluoro-γ-lactam derivatives.

作者信息

Huang Tianjiao, Yin Huiping, Li Tuanjie, Yu Chenxia, Zhang Kai, Yao Changsheng

机构信息

Jiangsu Key Laboratory of Green Synthetic Chemistry for Functional Materials, School of Chemistry and Materials Science, Jiangsu Normal University, Xuzhou, Jiangsu 221116, PR China.

出版信息

Org Biomol Chem. 2024 Aug 28;22(34):6988-6998. doi: 10.1039/d4ob01012d.

Abstract

Herein, an N-heterocyclic carbene (NHC) catalyzed radical tandem cyclization reaction of -allylbromodifluoroacetamides and aldehydes has been developed. This method is an efficient protocol for synthesizing α,α-difluoro-γ-lactam derivatives in moderate to good yields (27 examples, up to 88% yield and 10 : 1 dr). This strategy features mild and metal-free conditions, high efficiency, and a broad substrate scope.

摘要

在此,已开发出一种N-杂环卡宾(NHC)催化的烯丙基溴二氟乙酰胺与醛的自由基串联环化反应。该方法是一种以中等至良好产率合成α,α-二氟-γ-内酰胺衍生物的有效方案(27个实例,产率高达88%,非对映选择性为10:1)。该策略具有温和、无金属条件、高效率和广泛的底物范围等特点。

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