The document discusses the Dieckmann condensation reaction. The Dieckmann condensation involves the self-condensation of esters to form cyclic β-ketoesters using an alkoxide base. It can occur intramolecularly between two tethered ester groups or intermolecularly between two separate ester molecules. Examples are given where 1,6-diesters form 5-membered rings and 1,7-diesters form 6-membered rings. The Dieckmann condensation is useful for preparing cyclic indoles and produces alcohols as byproducts.

1. Organic Chemistry
Presentation
Presented to: Dr. Bakhat Ali.
Presented By: Group 09

2. Dieckmann Condensation:
▰ Dieckman condensation is the reaction in which the
esters show the self condensation in single molecule
or sometime the two esters condense with each other
to produce the cyclic molecules.
▰ The Dieckmann condensation is an organic reaction
which is used to form a carbon-carbon bond between
two tethered ester groups using an alkoxide base in
alcohol. The resulting product is a cyclic β-ketoester.
This reaction is an intermolecular form of Claisen
condensation

3. Dieckman condensation mechanism:

4. Dieckman condensation example.
▰ .

5. Dieckman condensation example:
▰ The dieckman condensation that take place in the 1,6
diester molecule it produce the 5 member ring indole
structure.
▰ While the 1,7 diester molecule produce the six
membered ring indole structure.
▰ we can conclude that the ring structure thus produce
has a one carbon less than that of the original diester
molecule.

6. Application of Deickman condensation:
▰ This mechanism is just like the Clasien condensation
but it is the intramolecular mechanism.
▰ Dieckmann condensation is used in the preparation of
cyclic indole.
▰ It also produce the alcohols as the by product of the
mechanism.
▰ This mechanism also produce the pyrrole molecules.

7. Thanks