Abstract
Reduction by lithium
aluminium hydride of the adducts from the interaction of 3,4-dehydroproline and
various isatins is described. The parent mono-adduct, 3-(1-pyrrolyl)oxindole,
is normally inert but yields indole under special conditions. The 1-methyl and
1-ethyl analogues give mixtures of the corresponding 3-(1-pyrrolyl)-indoles and
3-(1-pyrrolyl)indolines. These indolines are extremely weak bases. The
di-adduct from 1-methylisatin gives products which confirm its hemiacetal
structure.
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12 articles.
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