期刊
JOURNAL OF ORGANIC CHEMISTRY
卷 69, 期 26, 页码 9135-9142出版社
AMER CHEMICAL SOC
DOI: 10.1021/jo048716q
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Proazaphosphatrane ligands in combination with Pd-2(dba)(3) generate highly active catalysts for Buchwald-Hartwig amination of aryl chlorides. In particular, commercially available P(i-BuNCH2-CH2)(3)N is a highly general and efficient ligand, allowing the coupling of an electronically diverse set of aryl chlorides, including chloropyridines, with a wide variety of amines using 1 mol % of Pd at 100 degreesC. Either a 1:1 or 2:1 ratio of ligand to Pd was found to be effective. This catalyst system performs exceptionally well for sterically hindered substrates, even with only 0.25 mol % of Pd. It is shown that NaOH can also be used as the base (instead of NaO-t-Bu) allowing functionalized substrates to participate in these reactions.
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