Monodentate Phosphines Provide Highly Active Catalysts for Pd‐Catalyzed CN Bond‐Forming Reactions of Heteroaromatic Halides/Amines and (H)N‐Heterocycles | Zendy

Anderson Kevin W. | Zendy; Tundel Rachel E. | Zendy; Ikawa Takashi | Zendy; Altman Ryan A. | Zendy; Buchwald Stephen L. | Zendy

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Monodentate Phosphines Provide Highly Active Catalysts for Pd‐Catalyzed CN 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.

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