
%0 Journal Article
%A Besida, J 
%A Brown, RFC 
%T Methyleneketenes and methylenecarbenes. XVIII. A pyrolytic synthesis of aniline from trimethylsilyl (E,E)-2-Cyanohexa-2,4-dienoate
%J Australian Journal of Chemistry
%D 1982/07/01
%V 35
%N 7
%P 1385-1389
%K 
%R https://doi.org/10.1071/CH9821385
%U https://www.publish.csiro.au/paper/CH9821385 
%X Flash vacuum pyrolysis of trimethylsilyl (E,E)-2-cyanohexa-2,4-dienoate(&#945;-cyanosorbate) (4) gives N-trimethylsilylaniline through O-to-N silyl transfer with decarboxylation, followed by rearrangement of intermediate N-silylketenimines (5) and (6). After hydrolysis, aniline is obtained in 53% yield from the &#945;-cyano acid (3). 
