The Synthetic Routes of 5-(2R)-2-Oxiranyl-8-(phenylmethoxy)-2(1H)-quinolinone

Synthetic routes of 5-(2R)-2-Oxiranyl-8-(phenylmethoxy)-2(1H)-quinolinone: An Overview in Chemical Industry

5-(2R)-2-Oxiranyl-8-(phenylmethoxy)-2(1H)-quinolinone is an important chemical compound that has numerous applications in the pharmaceutical, agrochemical, and polymer industries.
The demand for this compound has been increasing steadily due to its unique properties, which make it an ideal candidate for various applications.
Synthetic routes for the preparation of 5-(2R)-2-Oxiranyl-8-(phenylmethoxy)-2(1H)-quinolinone have been reported in the literature, and the choice of the route depends on the desired product purity and yield, the cost of raw materials, and the availability of the necessary equipment and reagents.

One of the most commonly used methods for the synthesis of 5-(2R)-2-Oxiranyl-8-(phenylmethoxy)-2(1H)-quinolinone is the Suzuki-Miyaura coupling reaction.
This method involves the reaction of boron trifluoride etherate with a boronic acid derivative in the presence of a catalytic amount of palladium(II) acetate.
The resulting boronate ester is then treated with a phenylboronic acid derivative, followed by the addition of a base to generate the 2-oxiranyl-6,7-dihydro-2H-pyrrolo[1,2-d]oxazine intermediate.
The intermediate is then coupled with a substituted aniline to generate the desired quinoline derivative.
This method is widely used in the literature, and it provides high yields of the desired product with a moderate cost and availability of the raw materials.

Another commonly used method for the synthesis of 5-(2R)-2-Oxiranyl-8-(phenylmethoxy)-2(1H)-quinolinone is the Stille reaction.
This method involves the reaction of a boronic acid derivative with a vinyl iodide derivative in the presence of a transition metal catalyst, such as nickel(II) or copper(II).
The resulting boronate ester is then treated with a substituted aniline, followed by the addition of a base to generate the 2-oxiranyl-6,7-dihydro-2H-pyrrolo[1,2-d]oxazine intermediate.
The intermediate is then coupled with a substituted phenylboronic acid derivative to generate the desired quinoline derivative.
This method is also widely used in the literature, and it provides high yields of the desired product with a moderate cost and availability of the raw materials.

A less commonly used method for the synthesis of 5-(2R)-2-Oxiranyl-8-(phenylmethoxy)-2(1H)-quinolinone is the Sonogashira coupling reaction.
This method involves the reaction of a boronic acid derivative with a phenylboronic acid derivative in the presence of a palladium(II) catalyst and a base.
The resulting boronate ester is then treated with a substituted aniline, followed by the addition of a base to generate the 2-oxiranyl-6,7-dihydro-2H-pyrrolo[1,2-d]oxazine intermediate.
The intermediate is then coupled with another substituted aniline to generate the desired quinoline derivative.
This method is less commonly used than the Suzuki-Miyaura and the Stille reactions, and it requires specialized equipment and reagents, which increases the cost and complexity of the synthesis.

Finally, a new and promising method for the synthesis of 5-(2R)-2-Oxir