
%0 Journal Article
%A Brimble, Margaret A. 
%A Gorsuch, Stephen 
%T Deprotonation and Alkylation of 2-Methyl-4,5,6,7-tetrahydro-3<emph type="2">H</emph>-azepine
%J Australian Journal of Chemistry
%D 1999/12/03
%V 52
%N 10
%P 965-970
%K 
%R https://doi.org/10.1071/CH99094
%U https://www.publish.csiro.au/paper/CH99094 
%X The deprotonation of 2-methyl-4,5,6,7-tetrahydro-3H-azepine (5) using lithium diisopropylamide was effected at &#8722;30&#176;C in tetrahydrofuran. Addition of deuterium oxide resulted in &#62;95% incorporation of deuterium at the exocyclic position. Addition of a range of electrophiles to the organolithium species afforded moderate yields of the alkylation products wherein substitution at the exocyclic position had occurred. 
