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Expeditious Assembly of Fluorenones through Domino Reactions of Benzoyl Chlorides with Arylboronic Acids Catalyzed by ONO Pincer‐like Palladium(II) Complexes
Author(s) -
Vignesh Arumugam,
Kaminsky Werner,
Dharmaraj Nallasamy
Publication year - 2016
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.201600717
Subject(s) - pincer movement , catalysis , domino , palladium , chemistry , yield (engineering) , combinatorial chemistry , homogeneous , homogeneous catalysis , organic chemistry , materials science , physics , metallurgy , thermodynamics
A new set of palladium(II) complexes featuring ONO pincer‐type ligands were synthesized and utilized as efficient homogeneous catalysts for the domino reactions of benzoyl chlorides with arylboronic acids to yield a library of fluorenones. The titled reaction proceeded smoothly in H 2 O/MeOH media at a low catalyst loading (0.1 mol %) under mild reaction conditions in an open flask, and the catalyst could be reused over six consecutive runs. To validate the currently developed methodology for industrial‐level applications, a gram‐scale synthesis was done. Advantageously, the present protocol does not require any external oxidant, additives, or phase‐transfer agents.