The Synthetic Routes of Dodecahydro-[5,5'-biisobenzofuran]-1,1',3,3'-tetraone

The Synthetic Routes of Dodecahydro-[5,5'-biisobenzofuran]-1,1',3,3'-tetraone

Dodecahydro-[5,5'-biisobenzofuran]-1,1',3,3'-tetraone, also known as dibenzo[f,h][1,4]benzoxazepine or simply as DBBO, is a synthetic molecule with potential applications in various fields such as material science, optoelectronics, and chemical synthesis.
Due to its unique chemical structure, DBBO has attracted significant attention from researchers in the field of organic chemistry.

The synthesis of DBBO involves several steps, and the choice of synthetic route depends on the desired yield, cost, and availability of reagents.
In this article, we will discuss some of the most common synthetic routes for DBBO, and their advantages and disadvantages.

1. Classical Synthesis Route

The classical synthetic route for DBBO involves a sequence of reactions that begins with the synthesis of an isochroman-1,3-dione starting material.
This starting material is then transformed into a bischroman-6-carboxaldehyde through a series of condensation and oxidation reactions.
Finally, the bischroman-6-carboxaldehyde is reduced to obtain DBBO.

The classical synthetic route is well-established and relatively simple, making it a popular choice for researchers who want to synthesize DBBO for the first time.
However, this route requires the use of hazardous reagents such as sodium hydroxide, and the yields are often low.

2. Modified Harris Synthesis Route

An alternative synthetic route for DBBO is the modified Harris synthesis route.
This route begins with the synthesis of an isochroman-1,3-dione starting material, which is then transformed into a bischroman-6-carboxaldehyde through a series of condensation and oxidation reactions.

The modified Harris synthesis route involves the use of less hazardous reagents than the classical route and is also more efficient, with higher yields of DBBO.
However, this route requires the use of specialized equipment and is more complex than the classical synthetic route.

3. Palladium-Catalyzed Coupling Reaction

Another synthetic route for DBBO involves the use of a palladium-catalyzed coupling reaction.
This route involves the coupling of two organoborane reagents through a palladium catalyst to form a bischroman-6-carboxaldehyde, which is then reduced to obtain DBBO.

The palladium-catalyzed coupling reaction is a selective and efficient method for the synthesis of DBBO, and it does not require the use of hazardous reagents.
However, this route requires specialized equipment and is more complex than the classical synthetic route.

4. other synthetic routes

There are other synthetic routes for DBBO, such as the use of microwave-assisted synthesis, the use of organic solvents such as DMF and DMSO, and the use of transition metal catalysts.

In conclusion, there are several synthetic routes for DBBO, each with its advantages and disadvantages.
The choice of synthetic route depends on the desired yield, cost, and availability of reagents.
Researchers can choose the route that best suits their needs and can also explore new synthetic routes to improve the efficiency and selectivity of DBBO synthesis.
DBBO has a wide range of potential applications, and its synthesis continues to be an active area of research in the field of organic chemistry.