Zinc-Catalyzed Enantioselective [3 + 3] Annulation for Synthesis of Chiral Spiro[indoline-3,4′-thiopyrano[2,3-<i>b</i>]indole] Derivatives

Zinc-Catalyzed Enantioselective [3 + 3] Annulation for Synthesis of Chiral Spiro[indoline-3,4′-thiopyrano[2,3-<i>b</i>]indole] Derivatives

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...

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Bibliographic Details
Main Authors: Tian-Tian Liu, Yu Chen, Guang-Jian Mei, Yuan-Zhao Hua, Shi-Kun Jia, Min-Can Wang
Format: Article
Language:English
Published: MDPI AG 2023-01-01
Series:Molecules
Subjects:
dinuclear zinc catalyst
asymmetric catalytic reaction
[3 + 3] annulation
indoline-2-thione
isatylidene malononitrile
Online Access:https://www.mdpi.com/1420-3049/28/3/1056
Description
Summary: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-<i>b</i>]indole] derivatives in good yields with excellent levels of enantioselectivities (up to 88% yield and 99% ee).
ISSN:1420-3049

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