NHC-catalyzed [4 + 2] annulations of allenoates and 2,3-dioxopyrrolidine derivatives

Xue Song; Yangxu Chen; Fangfang Lu; Kai Zhang; Chenxia Yu; Tuanjie Li; Changsheng Yao

doi:10.1039/D1OB02180J

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NHC-catalyzed [4 + 2] annulations of allenoates and 2,3-dioxopyrrolidine derivatives†

Xue Song,^a Yangxu Chen,^a Fangfang Lu,^a Kai Zhang,

*^a Chenxia Yu,^a Tuanjie Li*^a and Changsheng Yao

*^a

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* Corresponding authors

^a School of Chemistry and Materials Science, Jiangsu Key Lab of Green Synthetic Chemistry for Functional Materials. Jiangsu Normal University, Xuzhou, Jiangsu 221116, P. R. China
E-mail: csyao@jsnu.edu.cn

Abstract

A facile NHC-catalyzed [2 + 4] annulation of allenoates with 2,3-dioxypyrrolidine derivatives was discovered, which paved a new avenue for the construction of highly substituted pyranopyrrole with moderate to good yields, high atom economy and mild reaction conditions.

This article is part of the themed collection: Catalysis & biocatalysis in OBC

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DOI: https://doi.org/10.1039/D1OB02180J
Article type: Paper
Submitted: 07 Nov 2021
Accepted: 07 Jan 2022
First published: 08 Jan 2022

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Org. Biomol. Chem., 2022,20, 1219-1225

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NHC-catalyzed [4 + 2] annulations of allenoates and 2,3-dioxopyrrolidine derivatives

X. Song, Y. Chen, F. Lu, K. Zhang, C. Yu, T. Li and C. Yao, Org. Biomol. Chem., 2022, 20, 1219 DOI: 10.1039/D1OB02180J

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Organic & Biomolecular Chemistry

NHC-catalyzed [4 + 2] annulations of allenoates and 2,3-dioxopyrrolidine derivatives†

Abstract

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NHC-catalyzed [4 + 2] annulations of allenoates and 2,3-dioxopyrrolidine derivatives

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