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Synthetic routes of 3-Phenyl-9-phenylcarbazole-6-Boronic acid pinacol ester: Overview
3-Phenyl-9-phenylcarbazole-6-Boronic acid pinacol ester is an important intermediate in organic synthesis, which has gained extensive attention due to its unique properties and diverse range of applications.
In recent years, several synthetic routes have been reported in the literature for the preparation of this compound.
This article provides an overview of the most commonly used synthetic routes for the synthesis of 3-Phenyl-9-phenylcarbazole-6-Boronic acid pinacol ester.
Synthetic routes of 3-Phenyl-9-phenylcarbazole-6-Boronic acid pinacol ester: Literature Review
The most common synthetic routes for the synthesis of 3-Phenyl-9-phenylcarbazole-6-Boronic acid pinacol ester are via boronate esterification, boronate reduction, and Suzuki coupling reactions.
Boronate Esterification:
Boronate esterification is a widely used method for the synthesis of boronic acids.
In this process, a boronic acid and an alcohol are treated with a base to form a boronate ester.
The boronate ester is then hydrolyzed to yield the boronic acid.
This method has been reported in the literature for the synthesis of 3-Phenyl-9-phenylcarbazole-6-Boronic acid pinacol ester.
Boronate Reduction:
Boronate reduction is another method that has been reported for the synthesis of 3-Phenyl-9-phenylcarbazole-6-Boronic acid pinacol ester.
In this process, a boronic acid and a reducing agent are treated to form a boronate ester.
The boronate ester is then hydrolyzed to yield the boronic acid.
Suzuki Coupling Reaction:
The Suzuki coupling reaction is a widely used method for the synthesis of boronic acids.
In this process, a boronic acid and a phenol are treated with a palladium catalyst and a base to form a boronate ester.
The boronate ester is then hydrolyzed to yield the boronic acid.
This method has been reported in the literature for the synthesis of 3-Phenyl-9-phenylcarbazole-6-Boronic acid pinacol ester.
Synthetic routes of 3-Phenyl-9-phenylcarbazole-6-Boronic acid pinacol ester: Methodology
The synthesis of 3-Phenyl-9-phenylcarbazole-6-Boronic acid pinacol ester via boronate esterification can be carried out by treating a boronic acid and an alcohol with a base, such as sodium hydroxide or potassium hydroxide.
The reaction is typically carried out in a solvent, such as water or an organic solvent, at a temperature of 80-120°C.
The resulting boronate ester can be purified by precipitation with a solvent, such as ether or hexane, or by filtration.
The boronate ester can then be hydrolyzed by treating it with water or a dilute acid, such as hydrochloric acid or nitric acid, to yield the boronic acid.
The synthesis of 3-Phenyl-9-phenylcarbazole-6-Boronic acid pinacol ester via boronate reduction can be carried out by treating a boronic acid and a reducing agent, such as lithium aluminum hydride or hydrogenation metal powder, with a solvent, such as ethanol or methan