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Issue 12, 2014
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NHC-catalyzed oxidative γ-addition of α,β-unsaturated aldehydes to isatins: a high-efficiency synthesis of spirocyclic oxindole-dihydropyranones

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Abstract

This manuscript discloses an efficient construction of the spirocyclic oxindole-dihydropyranone scaffold via the N-heterocyclic carbene (NHC)-catalyzed oxidative γ-functionalization of α,β-unsaturated aldehydes bearing γ-H with isatin derivatives. The ready availability of the starting materials, easy work-up, mild reaction conditions and the potential utilization value of the products make this strategy attractive.

Graphical abstract: NHC-catalyzed oxidative γ-addition of α,β-unsaturated aldehydes to isatins: a high-efficiency synthesis of spirocyclic oxindole-dihydropyranones

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Publication details

The article was received on 05 Oct 2013, accepted on 30 Dec 2013 and first published on 06 Jan 2014


Article type: Paper
DOI: 10.1039/C3OB42008F
Citation: Org. Biomol. Chem., 2014,12, 1885-1891
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    NHC-catalyzed oxidative γ-addition of α,β-unsaturated aldehydes to isatins: a high-efficiency synthesis of spirocyclic oxindole-dihydropyranones

    R. Liu, C. Yu, Z. Xiao, T. Li, X. Wang, Y. Xie and C. Yao, Org. Biomol. Chem., 2014, 12, 1885
    DOI: 10.1039/C3OB42008F

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