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Issue 16, 2019
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Phosphine-catalyzed regiospecific (3 + 2) cyclization of 3-nitroindoles with allene esters

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Abstract

A phosphine-catalyzed regiospecific (3 + 2) cyclization of 3-nitroindoles with allene esters has been established, which constructed indole-fused five-membered rings in good yields (up to 86%). This reaction serves as a powerful method for the construction of indole-fused five-membered rings. In addition, this reaction provides a useful strategy toward settling the challenge of utilizing other 1,3-dipoles or 1,3-dipole surrogates to perform (3 + 2) cyclizations with 3-nitroindoles in different catalytic modes, which will enrich the chemistry of nitroindoles and catalytic asymmetric dearomatization cyclizations.

Graphical abstract: Phosphine-catalyzed regiospecific (3 + 2) cyclization of 3-nitroindoles with allene esters

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Publication details

The article was received on 21 Feb 2019, accepted on 22 Mar 2019 and first published on 23 Mar 2019


Article type: Paper
DOI: 10.1039/C9OB00432G
Org. Biomol. Chem., 2019,17, 3894-3901

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    Phosphine-catalyzed regiospecific (3 + 2) cyclization of 3-nitroindoles with allene esters

    L. Jin, F. Jiang, K. Chen, B. Du, G. Mei and F. Shi, Org. Biomol. Chem., 2019, 17, 3894
    DOI: 10.1039/C9OB00432G

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