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Monodentate Phosphines Provide Highly Active Catalysts for Pd‐Catalyzed CN Bond‐Forming Reactions of Heteroaromatic Halides/Amines and (H)N‐Heterocycles
Author(s) -
Anderson Kevin W.,
Tundel Rachel E.,
Ikawa Takashi,
Altman Ryan A.,
Buchwald Stephen L.
Publication year - 2006
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200601612
Subject(s) - chemistry , denticity , catalysis , halide , palladium , reactivity (psychology) , selectivity , chelation , medicinal chemistry , combinatorial chemistry , aryl , organic chemistry , metal , medicine , alkyl , alternative medicine , pathology
A good alternative : Highly reactive catalysts based on palladium and dialkylbiarylphosphino ligands provide unprecedented reactivity and selectivity in CN bond‐forming processes. The bulky monophosphine catalyst system Pd/ 1 was effective for the reaction of aryl/heteroaryl halides bearing primary amides and 2‐aminoheterocycles (see scheme; dba=dibenzylideneacetone, R=CONH 2 , NH 2 ), thus showing that monodentate phosphines are viable alternatives to, and sometimes superior to, chelating ligands.