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One-step assembly of alkoxypyrroloindolines via iodine-catalyzed alkoxycyclization of indole derivatives

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Abstract

Herein we report an iodine-catalyzed alkoxycyclization of tryptamine derivatives under mild reaction conditions. This method distinguished itself by providing a catalytic, one-step assembly of diversely functionalized C3a-alkoxypyrroloindolines as well as dihydrofuran and lactone fused indolines. Mechanistic studies suggest that an ionic pathway is operative and this probably accounts for the diastereospecificity of all isolated cycloadducts.

Graphical abstract: One-step assembly of alkoxypyrroloindolines via iodine-catalyzed alkoxycyclization of indole derivatives

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Publication details

The article was received on 22 Oct 2019, accepted on 13 Nov 2019 and first published on 15 Nov 2019


Article type: Communication
DOI: 10.1039/C9OB02287B
Org. Biomol. Chem., 2020, Advance Article

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    One-step assembly of alkoxypyrroloindolines via iodine-catalyzed alkoxycyclization of indole derivatives

    Y. Li, J. Guo, X. Lu and F. Zhong, Org. Biomol. Chem., 2020, Advance Article , DOI: 10.1039/C9OB02287B

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