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Palladium−Ruthenium Catalyst Complementarity Strengthens Ortho ‐Directed C−H Bond Arylation of 2‐Arylpyrazines
Author(s) -
Benzai Amal,
Derridj Fazia,
Doucet Henri,
Soulé JeanFrançois
Publication year - 2021
Publication title -
chemcatchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.497
H-Index - 106
eISSN - 1867-3899
pISSN - 1867-3880
DOI - 10.1002/cctc.202001338
Subject(s) - ruthenium , chemistry , palladium , catalysis , regioselectivity , pyrazine , medicinal chemistry , aryl , phosphine , combinatorial chemistry , organic chemistry , alkyl
We report the Pd‐ or Ru‐catalyzed C−H bond arylation at the ortho ‐position of the aryl unit of 2‐arylpyrazines. The reaction proceeds with complete regioselectivity using phosphine‐free Pd(OAc) 2 or [RuCl 2 ( p ‐cymene] 2 as the catalysts and potassium acetate as an inexpensive base. In all cases, the mono‐arylation of 2‐arylpyrazines was obtained even with 2,3‐diphenylpyrazine. Moreover, the reaction is not sensitive to the pyrazine substitution. By selecting the proper catalytic system, a wide variety of electron‐rich and ‐poor (hetero)aryl bromides, including bromopyridine derivatives, has been successfully employed.