Metal-Free Synthesis of 1-(α-Hydroxyindole)-o-carboranes in Neat

Lin-Gen Zhang; Wen Yuan; Shunsheng Yan; Ke Cao

doi:10.1055/a-2597-8248

Synthesis, Table of Contents

Synthesis
DOI: 10.1055/a-2597-8248

paper

Metal-Free Synthesis of 1-(α-Hydroxyindole)-o-carboranes in Neat

Lin-Gen Zhang‡

^aState Key Laboratory of Environment-Friendly Energy Materials & School of Materials and Chemistry, Southwest University of Science and Technology, Mianyang, Sichuan, P. R. China

,

Wen Yuan‡

^bSichuan College of Traditional Chinese Medicine, Mianyang, Sichuan, P. R. China

,

Shunsheng Yan∗

^cBasic Teaching Department, Tangshan University, Tangshan, P. R. China

,

Ke Cao ∗

^aState Key Laboratory of Environment-Friendly Energy Materials & School of Materials and Chemistry, Southwest University of Science and Technology, Mianyang, Sichuan, P. R. China

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Abstract

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Abstract

An efficient and environmentally friendly protocol for the synthesis of 1-(α-hydroxyindole)-o-carboranes has been developed via Friedel–Crafts reaction of C3-H of indoles with 1-formyl-o-carborane in the absence of Lewis acid and solvent. The intermolecular σ-π interaction between indole and B–H bonds of o-carborane was proposed for promoting the Friedel–Crafts reaction of the C3-H of indole.

Key words

carborane - indole - Friedel–Crafts reaction - metal-free reaction - 1-(α-hydroxyindole)-o-carborane

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References

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