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Organic Preparations - Allylation of Isatin




To expertise the students in the art of synthesizing various organic compounds by applying various organic reactions and thereby introducing the mechanism behind the reaction.




Isatin or 1H-indole-2,3-dione is an indole derivative. The compound was first obtained by Erdman and Laurent in 1841 as a product from the oxidation of indigo dye by chromic acids. The compound is found in many plants. N-alkylation and allylation reduces the lability of the isatin nucleus towards bases, while maintaining its typical reactivity.The N-substituted isatin have been frequently used as intermediates and synthetic precursors for the preparation of a wide variety of heterocyclic compounds.



The SN2 reaction also known as bimolecular nucleophilic substitution is a type of nucleophilic substitution where a lone pair from nucleophile attacks an electron deficient electrophilic centre and bonds to it, expelling another group called a leaving group. Thus the incoming group replaces the leaving group in one step. Two reacting species are involved in the slow rate determining step of the reaction and hence the name bimolecular nucleophilic substitution.






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