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DOI: 10.1055/s-0029-1218295
The Use of Hydroxylamine Hydrochloride in the Chan-Lam Reaction: A Simple Access to Symmetric Diarylamines
Publikationsverlauf
Publikationsdatum:
21. Oktober 2009 (online)
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Abstract
A CuBr-catalyzed coupling reaction of hydroxylamine hydrochloride and arylboronic acids is described, providing a simple and efficient methodology for the synthesis of symmetric diaryl amines. The reaction shows good functional group tolerance.
Key words
copper(I)-catalyzed - arylboronic acids - diaryl amines - hydroxylamine hydrochloride - coupling reaction
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References and Notes
General Procedure
Under air,
a reaction tube was charged with arylboronic acid (0.2 mmol), NH2OH˙HCl
(0.24 mmol), CuBr (5.7 mg, 20 mol%), K2CO3 (41.4
mg, 0.3 mmol), MeCN (2 mL) at 70 ˚C for 24 h. After the
completion of the reaction, as monitored by TLC, the solvent was
evaporated under reduced pressure, and the residue was purified
by flash column chromatog-raphy on a silica gel to give the product.