Benzoic acid: an efficient and rapid catalyst for the synthesis of α-hydroxyl(indolyl)ethanones from indoles

doi:10.1007/s40242-016-5301-9

Paper

Benzoic acid: an efficient and rapid catalyst for the synthesis of α-hydroxyl(indolyl)ethanones from indoles

Published Mar 19, 2016 · Guanghui Lü, Xu Cheng, Yang Zheng

Chemical Research in Chinese Universities

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Abstract

An efficient method for regioselective Friedel-Crafts alkylations of indole using arylglyoxals in the presence of benzoic acid has been discovered. The reactions proceeded smoothly at room temperature under metalfree conditions and generated the corresponding products in good to excellent yields. This methodology has a broad substrate scope and opens up an interesting and attractive avenue for the synthesis of α-hydroxyl(indolyl)-ethanones.

Study Snapshot

Benzoic acid efficiently catalyzes regioselective Friedel-Crafts alkylations of indoles, leading to the synthesis of -hydroxyl(indolyl)-ethanones in good to excellent yields under metal-free conditions.

PopulationOlder adults (50-71 years)

Sample size24

MethodsObservational

OutcomesBody Mass Index projections

ResultsSocial networks mitigate obesity in older groups.

Paper

Benzoic acid: an efficient and rapid catalyst for the synthesis of α-hydroxyl(indolyl)ethanones from indoles

References

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Citations

2-Hydroxy-1-aryl-2-(indol-3’-yl)ethan-1-ones: Synthesis, Spectral Characteristics, Structure and their Rearrangement into 2-Hydroxy-2-aryl-1-(indol-3’-yl)ethan-1-ones

This study presents a convenient method for synthesizing 2-hydroxy-1-aryl-2-(indol-3-yl)ethan-1-ones and their isomerization into 2-hydroxy-2-aryl-1-(indol-3-yl)ethan-1-ones, with

Synthesis of α-functionalized α-indol-3-yl carbonyls through direct SN reactions of indol-3-yl α-acyloins.

This study presents a new efficient synthesis of -functionalized -indol-3-yl ketones from indolyl -acyloins, enabling access to functionalized tryptophols and furan-3-yl indoles.

Facile synthesis of unsymmetrical N-aryl-2,2-di(1H-indol-3-yl) acetamide derivatives

This study developed a facile and efficient method for synthesis of unsymmetrical N-aryl-2,2-di(1H-indol-3-yl)acetamide derivatives with up to 94% yield using regioselective Friedel-Crafts alkylation at room temperature

SYNTHESIS, SPECTRAL CHARACTERISTICS, STRUCTURE AND THEIR REARRANGEMENT INTO 2-HYDROXY-2-ARYL-1- (INDOL-3’-YL)ETHANONES

A convenient method for synthesizing 2-hydroxy-1-aryl-2-(indol-3-yl)ethanones and their isomerization to 2-hydroxy-2-aryl-1-(indol-3yl)ethanones has been developed, with spectral tests and X