Amines as Dehalogenating Agents, IQ 1 The Fate of N,N-Dimethylaniline in the Reductive Dehalogenation of 3-Bromocamphor
نویسنده
چکیده
A product analysis was m ade for the reaction between som e aromatic am ines and 3-bromocamphor (2), which was invariably transformed into camphor (3) and eventually aryliminocamphor. The tertiary N ,N -dim ethylanilines were oxidized through a com plex sequence o f couplings and rearrangements to a number o f diam ines of the diphenylm ethane type. Aniline (4) was also successful in the reductive debromination o f 2 to 3 and camphor anil (7), but gave only tarry amino compounds. The reaction, carried out at 200 °C, appeared m ost probably to be triggered by the radicalic dissociation o f th e C -Br bond. Brom ine ended up as bromide ion in
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