Abstract
Flash vacuum pyrolysis of trimethylsilyl (E,E)-2-cyanohexa-2,4-dienoate(α-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 α-cyano acid (3).
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