Palladium-catalyzed arylation of N,N-dialkylhydrazines and the subsequent conversion to anilines |
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Authors: | Xiaoxiang Liu Hwei-Ru Tsou |
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Affiliation: | Chemical and Screening Sciences, Wyeth Research, 401 N. Middletown Road, Pearl River, NY 10965, USA |
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Abstract: | Palladium-catalyzed aminations of different ArBr with N,N-dialkylhydrazines are described. The reaction proceeded in moderate to excellent yield (up to 90%) with good functional groups compatibilities as cyano, ester, ketone and Boc-amine groups are all well tolerated. Several hydrazines were proved to be good coupling partners and this process provided a general method for the isosteric replacement of benzyl amines with arylhydrazines. Moreover, a method for the N-N bond cleavage of arylhydrazines was discovered, and this two-step sequence could be employed as an alternative synthesis of aniline derivatives. |
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Keywords: | N,N-Dialkyl-N&prime -arylhydrazine Aniline Amination Arylation |
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