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铜催化的α,β-不饱和酮肟乙酸酯与三氟丙酮酸乙酯的[4+2]氧化环加成反应。

Copper-catalyzed [4+2] oxidative annulation of α,β-unsaturated ketoxime acetates with ethyl trifluoropyruvate.

机构信息

College of Biotechnology and Pharmaceutical Engineering, State Key Laboratory of Materials-Oriented Chemical Engineering, Nanjing Tech University, 30 Puzhu Rd S, Nanjing, 211816, China.

出版信息

Chem Commun (Camb). 2022 Jun 9;58(47):6757-6760. doi: 10.1039/d2cc01573k.

Abstract

A novel route for tandem C-N/C-O formation copper-catalyzed [4+2] oxidative annulation of α,β-unsaturated ketoxime acetates with ethyl trifluoropyruvate to synthesize valuable trifluoromethyl-containing 2-1,3-oxazines in moderate to good yields is developed. This procedure represents the first [4+2] oxidative annulation of oxime derivatives with activated CO bonds and provides an alternative route towards functionalized 2-1,3-oxazines.

摘要

发展了一种新型串联 C-N/C-O 形成方法,通过铜催化α,β-不饱和酮肟乙酸酯与三氟丙酮酸乙酯的[4+2]氧化环加成反应,以中等至良好的收率合成有价值的含三氟甲基的 2-1,3-恶嗪。该方法代表了肟衍生物与活化的 C-O 键的首次[4+2]氧化环加成,为功能化 2-1,3-恶嗪提供了另一种途径。

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