Oxidative Dearomative Cross-Dehydrogenative Coupling of Indoles with Diverse C-H Nucleophiles: Efficient Approach to 2,2-Disubstituted Indolin-3-ones

Xue Yan; Ying-De Tang; Cheng-Shi Jiang; Xigong Liu; Hua Zhang

doi:10.3390/molecules25020419

Oxidative Dearomative Cross-Dehydrogenative Coupling of Indoles with Diverse C-H Nucleophiles: Efficient Approach to 2,2-Disubstituted Indolin-3-ones

Molecules. 2020 Jan 20;25(2):419. doi: 10.3390/molecules25020419.

Authors

Xue Yan^{1

2}, Ying-De Tang^{1

2}, Cheng-Shi Jiang², Xigong Liu^{2

3}, Hua Zhang²

Affiliations

¹ School of Chemistry and Chemical Engineering, University of Jinan, Jinan 250022, China.
² School of Biological Science and Technology, University of Jinan, Jinan 250022, China.
³ School of Chemistry and Chemical Engineering, Shandong University, Jinan 250100, China.

Abstract

The oxidative, dearomative cross-dehydrogenative coupling of indoles with various C-H nucleophiles is developed. This process features a broad substrate scope with respect to both indoles and nucleophiles, affording structurally diverse 2,2-disubstituted indolin-3-ones in high yields (up to 99%). The oxidative dimerization and trimerization of indoles has also been demonstrated under the same conditions.

Keywords: C-H functionalization; cross coupling; dearomatization; dimerization and trimerization of indoles; indolin-3-ones.

MeSH terms

Carbon / chemistry*
Dimerization
Hydrogen / chemistry*
Indoles / chemical synthesis*
Indoles / chemistry
Molecular Structure
Oxidative Coupling
Polymerization

Substances

Indoles
Carbon
Hydrogen

Abstract

MeSH terms

Substances

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