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Issue 5, 2020
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Divergent syntheses of spirooxindoles from oxindole-embedded four-membered synthon via cycloaddition reactions

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Abstract

The highly efficient construction of five and six membered heterocycle fused spirooxindoles was achieved via the [4 + 1] and formal [4 + 2] cycloaddition reactions between our rationally designed four-membered synthons and pyridinium methylides and α-bromoacetophenones, respectively. A wide range of richly decorated oxindole-containing chroman, chromen, and 2H-benzofuran derivatives were synthesized in moderate to high yields and diastereoselectivities.

Graphical abstract: Divergent syntheses of spirooxindoles from oxindole-embedded four-membered synthon via cycloaddition reactions

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Article information


Submitted
09 Jan 2020
Accepted
03 Feb 2020
First published
10 Feb 2020

Org. Chem. Front., 2020,7, 747-755
Article type
Research Article

Divergent syntheses of spirooxindoles from oxindole-embedded four-membered synthon via cycloaddition reactions

H. Shi, L. Wang, S. Li, Y. Liu and L. Xu, Org. Chem. Front., 2020, 7, 747
DOI: 10.1039/D0QO00038H

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