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Issue 21, 2020
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Rapid abnormal [3+2]-cycloaddition of isatin N,N′-cyclic azomethine imine 1,3-dipoles with chalcones

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Abstract

The rapid synthesis of novel dicyclic spiropyrrolidine was reported, using [3+2]-cycloaddition of isatin N,N′-cyclic azomethine imine 1,3-dipoles, generated from the condensation of substituted isatins and pyrazolidones, with chalcones in 2–5 min. The dicyclic spiropyrrolidine oxoindole was smoothly acquired in moderate to excellent yields (35–95%) with high diastereoselectivities (>20 : 1 dr).

Graphical abstract: Rapid abnormal [3+2]-cycloaddition of isatin N,N′-cyclic azomethine imine 1,3-dipoles with chalcones

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Supplementary files

Article information


Submitted
20 Feb 2020
Accepted
01 May 2020
First published
04 May 2020

New J. Chem., 2020,44, 8813-8817
Article type
Paper

Rapid abnormal [3+2]-cycloaddition of isatin N,N′-cyclic azomethine imine 1,3-dipoles with chalcones

G. Yue, Z. Dou, Z. Zhou, L. Zhang, J. Feng, H. Chen, Z. Yin, X. Song, X. Liang, X. Wang, H. Rao and C. Lu, New J. Chem., 2020, 44, 8813
DOI: 10.1039/D0NJ00887G

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