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8-Fluoro-3-(phenylsulfonyl)-quinoline is a synthetic compound that has gained significance in the field of chemistry and chemical industry.
It is widely used as an intermediate in the synthesis of various pharmaceuticals, agrochemicals, and other chemical products.
The synthetic routes of 8-fluoro-3-(phenylsulfonyl)-quinoline can be broadly classified into three categories: direct synthesis, sequential synthesis, and cascade synthesis.
Direct Synthesis:
Direct synthesis of 8-fluoro-3-(phenylsulfonyl)-quinoline involves the use of one-step synthetic methods that provide the product in a single step.
One of the most commonly used methods for the synthesis of 8-fluoro-3-(phenylsulfonyl)-quinoline is the nucleophilic substitution reaction of 2-chloro-6-fluoro-1,4-benzoquinone with phenylsulfonyl chloride in the presence of a Lewis acid catalyst, such as aluminum chloride.
Sequential Synthesis:
Sequential synthesis of 8-fluoro-3-(phenylsulfonyl)-quinoline involves the use of multiple synthetic steps, each of which adds a new atom or group of atoms to the growing molecule.
One of the commonly used methods is the Plesseyn-Gallagher sequence, which involves the synthesis of 2-chloro-6-fluoro-1,4-benzoquinone and subsequent reaction with phenylsulfonyl chloride and a Lewis acid catalyst, such as aluminum chloride.
Cascade Synthesis:
Cascade synthesis of 8-fluoro-3-(phenylsulfonyl)-quinoline involves the use of multiple synthetic steps that are cascaded together to form the final product.
One of the commonly used methods is the Sonogashira-Hagihara reaction, which involves the synthesis of a benzaldehyde derivative, followed by a Suzuki-Miyaura coupling reaction with phenylboronic acid, and finally a Pd/C-catalyzed hydrogenation to yield 8-fluoro-3-(phenylsulfonyl)-quinoline.
Advantages of Synthetic Routes:
The synthetic routes of 8-fluoro-3-(phenylsulfonyl)-quinoline offer several advantages in the field of chemical industry.
The direct synthesis methods are cost-effective and efficient, as they require only a single synthetic step to produce the desired product.
The sequential synthesis methods provide greater flexibility in the synthesis of the molecule, allowing for fine-tuning of the molecular structure.
The cascade synthesis methods allow for the synthesis of complex molecules from simpler starting materials, which reduces the cost and complexity of the synthesis process.
Applications of 8-Fluoro-3-(phenylsulfonyl)-Quinoline:
8-Fluoro-3-(phenylsulfonyl)-quinoline is widely used as an intermediate in the synthesis of various pharmaceuticals and agrochemicals.
It is also used as a building block for the synthesis of other synthetic compounds, such as dyes, pigments, and plastics.
The versatility of 8-fluoro-3-(phenylsulfonyl)-quinoline makes it a valuable intermediate in the chemical industry, with numerous applications in a wide range of chemical products.
Conclusion:
8-Fluoro-3-(phenylsulfonyl)-quinoline is a versatile synthetic compound that has a wide range of applications in the chemical industry.
The synthetic routes of 8-fluoro-3-(phenylsulfonyl)-quinoline offer several advantages, including cost-effectiveness, flexibility, and the ability to synthesize complex molecules from simpler starting materials.
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