
%0 Journal Article
%A Hudson, CB 
%A Robertson, A.V. 
%T Reduction of certain oxindoles and isatins with lithium aluminium hydride
%J Australian Journal of Chemistry
%D 1967/08/01
%V 20
%N 8
%P 1699-1704
%K 
%R https://doi.org/10.1071/CH9671699
%U https://www.publish.csiro.au/paper/CH9671699 
%X 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. 
