N-Heterocyclic Carbene-Catalyzed [3 + 3] Annulation of Enals with Aminonaphthoquinones for the Synthesis of Functionalized Aza-anthraquinones.

IF 3.3 2区化学 Q1 CHEMISTRY, ORGANIC

The Journal of Organic Chemistry Pub Date : 2024-11-04 DOI:10.1021/acs.joc.4c01655

Yuehua Miao, Jing Qi, Yanting Li, Ao Pan, Xiao-Yong Duan

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引用次数: 0

摘要

通过 NHC 催化 2-氨基醌与烯醛的正式 [3 + 3] 环化反应，成功地快速构建了功能化氮杂蒽醌。该反应具有多种优点，如起始原料易得、反应条件温和、产物转化灵活等。研究人员还对这一策略的对映选择性版本进行了研究，并以中等收率和中等至良好的对映选择性合成了几种 C-N 轴手性氮杂蒽醌。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

N-Heterocyclic Carbene-Catalyzed [3 + 3] Annulation of Enals with Aminonaphthoquinones for the Synthesis of Functionalized Aza-anthraquinones.

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N-Heterocyclic Carbene-Catalyzed [3 + 3] Annulation of Enals with Aminonaphthoquinones for the Synthesis of Functionalized Aza-anthraquinones.

Rapid construction of functionalized aza-anthraquinones has been successfully developed via NHC-catalyzed formal [3 + 3] annulation of 2-aminoquinones with enals. This reaction features several advantages, such as readily available starting materials, mild reaction conditions, and flexible product transformations. The study on the atroposelective version of this strategy was also carried out, and several C-N axial chiral aza-anthraquinones were synthesized in moderate yields with moderate to good enantioselectivities.

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来源期刊

The Journal of Organic Chemistry 化学-有机化学

CiteScore

6.20

自引率

11.10%

发文量

1467

审稿时长

2 months

期刊介绍： The Journal of Organic Chemistry welcomes original contributions of fundamental research in all branches of the theory and practice of organic chemistry. In selecting manuscripts for publication, the editors place emphasis on the quality and novelty of the work, as well as the breadth of interest to the organic chemistry community.