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Part-A Studies on 2-methyl indoline derivatives…..
odor of skatole is the most pronounced of all the methylindoles, less
pronounced for the 2-methylindole and the 2, 3-dimethyl indole; 1methylindole,
on the other hand, resembles methylaniline in odor. Introduction
of carboxyl groups or phenolic hydroxyl groups causes elimination of the odor,
and the naphthindoles are also without odor.
All the common indole derivatives, like indole, form well-defined
crystalline picrates, yellow to red in color. Formation of picrates is usually a
suitable procedure for identification and purification.
A.2 INTRODUCTION TO INDOLINE SYSTEM
Indoline (2, 3-dihydro-1H-indole; C8H9N) is an aromatic heterocyclic
organic compound. It has a bicyclic structure, consisting of a six-membered
benzene ring fused to a five-membered nitrogen-containing ring. The
compound is based on the indole structure, but the C2-C3 bond is saturated by
oxidation / dehydrogenation it can be converted to indoles.
A.2.1 REDUCTION OF INDOLE
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Under this title, only reduction of (un)substituted-1H-indole system is
discussed, reduction of other indole analogues is not discussed as well. Many
methods have been employed in the reduction of indoles, the nature of the
product(s) depending upon the method used.
The indole nucleus is not reduced by sodium-amyl alcohol 48 or by
sodium-butyl alcohol, 49 but indolines are produced by electrolytic reduction of
Department of Chemistry, Saurashtra University, Rajkot – 360 005 13
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Fig. A.2
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