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锌催化的对映选择性[3 + 3]环加成反应合成手性螺[吲哚啉-3,4'-噻吩并[2,3-d]吲哚]衍生物。

Zinc-Catalyzed Enantioselective [3 + 3] Annulation for Synthesis of Chiral Spiro[indoline-3,4'-thiopyrano[2,3-]indole] Derivatives.

机构信息

Green Catalysis Center, College of Chemistry, Zhengzhou University, Zhengzhou 450001, China.

出版信息

Molecules. 2023 Jan 20;28(3):1056. doi: 10.3390/molecules28031056.

Abstract

With a dinuclear zinc-ProPhenol complex as a catalyst, an efficient and novel [3 + 3] annulation of indoline-2-thiones and isatylidene malononitriles has been successfully developed via the Brønsted base and Lewis acid cooperative activation model. This practical methodology gives access to a broad range of chiral spiro[indoline-3,4'-thiopyrano[2,3-]indole] derivatives in good yields with excellent levels of enantioselectivities (up to 88% yield and 99% ee).

摘要

以双核锌-普酚配合物为催化剂,通过 Brønsted 碱和路易斯酸协同活化模式,成功开发了一种高效、新颖的吲哚啉-2-硫酮和异亚苄基丙二腈的[3+3]环加成反应。该实用方法以优异的对映选择性(高达 88%的收率和 99%的ee)获得了广泛的手性螺[吲哚啉-3,4'-噻吩并[2,3-]吲哚]衍生物。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/3158/9920981/724031b7a6bd/molecules-28-01056-sch001.jpg

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