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Han Kim, So,Jang, Wonseok,Kim, Min,Verkade, John G.,Kim, Youngjo WILEY‐VCH Verlag 2014 EUROPEAN JOURNAL OF ORGANIC CHEMISTRY Vol.2014 No.27
<P><B>Abstract</B></P><P>The effect of a bis(proazaphosphatrane) ligand on the palladium‐catalyzed direct α‐arylation of nitriles with various aryl chlorides under mild conditions is reported. Comparisons of the catalytic properties of this ligand with those of three related mono(proazaphosphatrane)s under the same reaction conditions revealed that bis(proazaphosphatrane) displayed a synergistically enhanced activity. In the presence of the bis(proazaphosphatrane) ligand, ethyl cyanoacetate and primary as well as secondary nitriles were efficiently coupled with a wide variety of aryl chlorides that contained electron‐rich, electron‐poor, and electron‐neutral groups.</P>
Kim, So Han,Kim, Min,Verkade, John G.,Kim, Youngjo WILEY‐VCH Verlag 2015 EUROPEAN JOURNAL OF ORGANIC CHEMISTRY Vol.2015 No.9
<P><B>Abstract</B></P><P>The <I>N</I>‐arylation of various amines with aryl chlorides proceeded in good‐to‐excellent yields in the presence of P[N{(<I>p</I>‐NMe<SUB>2</SUB>)C<SUB>6</SUB>H<SUB>4</SUB>CH<SUB>2</SUB>}CH<SUB>2</SUB>CH<SUB>2</SUB>]<SUB>3</SUB>N (<B>1e</B>, a new electron‐rich proazaphosphatrane ligand) and small amounts of Pd<SUB>2</SUB>(dba)<SUB>3</SUB> (dba = dibenzylideneacetone). This catalytic system was also very effective for the synthesis of carbazoles.</P>