Lewis Base Promoted [4+2] Annulation of <i>o</i>‐Acylamino‐Aryl Morita‐Baylis‐Hillman Carbonates With Isatylidene Malononitriles: Facile Access to Spiro[Indolin‐3,2′‐Quinoline] Frameworks

ABSTRACT A novel [4+2] annulation reaction between o ‐acylamino‐aryl MBH carbonates and isatylidene malononitriles has been successfully developed. This methodology exhibits excellent substrate tolerance, affording a series of spiro[indolin‐3,2′‐quinoline] framework compounds with yields up to 98%. The scalability of the reaction is also noteworthy, as evidenced by the 95% yield of the final product upon a 50‐fold scale‐up.

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Publication Details

Journal
Journal of Heterocyclic Chemistry
Published
2024-10-10
DOI
https://doi.org/10.1002/jhet.4919
Citations
3
Primary Topic
Catalytic C–H Functionalization Methods
Type
article
Field-Weighted Citation Impact
0.75
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article

Lewis Base Promoted [4+2] Annulation of o‐Acylamino‐Aryl Morita‐Baylis‐Hillman Carbonates With Isatylidene Malononitriles: Facile Access to Spiro[Indolin‐3,2′‐Quinoline] Frameworks

Shu‐Pei Yuan, Wenyi Zhou, Yun‐Qing Jia, Min Xiang et al.
3 citations
Journal of Heterocyclic Chemistry
Catalytic C–H Functionalization Methods
0.75
article

Lewis Base Promoted [4+2] Annulation of o‐Acylamino‐Aryl Morita‐Baylis‐Hillman Carbonates With Isatylidene Malononitriles: Facile Access to Spiro[Indolin‐3,2′‐Quinoline] Frameworks

Shu‐Pei Yuan, Wenyi Zhou, Yun‐Qing Jia, Min Xiang, Guang‐Wei Wang, Li‐Wen Shen, Mao‐Dan Luo, Yuan‐Ying Luo
article en
3 citations

Abstract

ABSTRACT A novel [4+2] annulation reaction between o ‐acylamino‐aryl MBH carbonates and isatylidene malononitriles has been successfully developed. This methodology exhibits excellent substrate tolerance, affording a series of spiro[indolin‐3,2′‐quinoline] framework compounds with yields up to 98%. The scalability of the reaction is also noteworthy, as evidenced by the 95% yield of the final product upon a 50‐fold scale‐up.

Journal of Heterocyclic ChemistryVol. 61(12)
Zunyi Normal College (CN), Shaanxi Normal University (CN)
Openalex Percentile: Top 32%
Catalytic C–H Functionalization Methods
0.75
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