Benzylamine and 2-, 3-, and 4-pyridylmethylamine are readily converted into the corresponding 1 -substituted 2.4.6triphenylpyridinium cations, from which 2.4.6-triphenylpyridine is displaced in high yield by a variety of nucleophiles. This synthetic method avoids the use of unstable and obnoxious pyridylmethyl halides and shows steric selectivity of significance in the conversion of secondary into tertiary amines by alkylation.
The copper-dibromodifluoromethane-N,N-dimethylacetamide reaction system trifluoromethylates electronically activated aryl chlorides possessing ortho groups capable of interacting with the metal.
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