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Chapter – 2 Microwave assisted simple and fast…..
2.1 AIM OF CURRENT WORK
Earlier it is already discussed that our group is involved in the synthesis
of nitrogen containing heterocycles as they show good biological activity in
different classes. Indole nucleus is known to possess different biological
activities, thus it was decided to explore the chemistry involving isatin and 2methyl
indoline moiety.
Literature revealed that different types of N-alkylation reactions have
been carried out on 2-methyl indoline and isatin, which include introduction of
acetyl group, introduction of chloroacetyl group and further treatment with
secondary amines, preparation of amide linkages and alkylation by means of
one and two carbon chains. Looking to the reactivity of N-1 position in both
the molecules, Mannich reaction had been carried out on 2-methyl indoline in
chapter-1 and on isatin in chapter-3. Besides Mannich reaction, 2-methyl
indoline and isatin can be suitable moieties for N-alkylation reactions.
Literature survey revealed that very few N-Alkylation reactions have been
carried out on 2-methyl indoline as well as on isatin moiety where two to three
carbon atom chains have been introduced at N-1 position using basic
conditions conventionally.
There are many molecules available in the market existing as potent
drug viz. Chlorpromazine, Fluphenazine, Prochlorperazine, Acetophenazine
etc which are having excellent antipsychotic activity. These all molecules
contain phenothiazine core moiety as well as long alkyl chain having two to
three carbon atoms along with different substituents at the end of the alkyl
chain on N atom. This inspired us to develop similar type of compounds using
different alkyl chains as in above mentioned drugs but on indole nucleus.
Thus we used 2-methyl indoline and isatin to develop new molecules. So this
was one of the principal rational to carry out the work done in this chapter.
Besides this, green chemistry and especially microwave assisted
organic synthesis has drawn a remarkable attention of all chemistry
researchers towards its advantages. There are many reactions reported
Department of Chemistry, Saurashtra University, Rajkot – 360 005 73