[caanmaro]

Hello friends :

I want to know how the following synthesis takes place and if the proposal is well

[Altered State]

Review your product D. It has one carbon atom less than your products B and C.

Also, I would say B is correct if you consider the rearrangement on Friedel-Crafts Acylation.
B -> C transformation is fine.
C -> D is worng, you need to place the two -CH3 groups on the same carbon atom of the cyclopentane ring. One of them is missing.

I believe that your last reaction will yield an indene (http://en.wikipedia.org/wiki/Indene), the only possible one.

[orgopete]

I believe that your last reaction will yield an indene (http://en.wikipedia.org/wiki/Indene), the only possible one.

Or it may be differentiating KMnO4 being used to oxidize benzene side chains. One will go to a carboxylic acid and one will not.

[vnstudent]

Why is C--> D wrong, i think it right because not rearrangement

[orgopete]

Count the carbons.

[debabrata]

the last product should be indane-1,3-dione, KMnO4 oxidising the methyl groups. 1st step is fridel-craft acylation with rearrangement

[orgopete]

the last product should be indane-1,3-dione, KMnO4 oxidising the methyl groups.

If that were so, why shouldn't it be the tricarboxylic acid from the oxidation of the methyl groups?

If the oxidation were to go further, why would it stop at the dione stage? What about the enolization of the dione and oxidation of the CH2?