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Synthesis of 2‐Aryl‐ and 2‐Heteroaryl‐3,5‐dimethoxy‐1,4‐benzoquinones Involving Pd‐Catalyzed Cross‐Coupling of (2,3,4,6‐Tetramethoxyphenyl)boronic Acid
Author(s) -
Leão Lana Enio José,
Carazza Fernando,
Aparacida de Oliveira Rosilene
Publication year - 2004
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.200490162
Subject(s) - chemistry , aryl , boronic acid , catalysis , combinatorial chemistry , palladium , coupling (piping) , suzuki reaction , coupling reaction , medicinal chemistry , stereochemistry , organic chemistry , mechanical engineering , alkyl , engineering
A series of 2‐aryl‐ and 2‐heteroaryl‐substituted 3,5‐dimethoxy‐1,4‐benzoquinones (compounds 27 – 36 ) have been synthesized by cross‐coupling of (2,3,4,6‐tetramethoxyphenyl)boronic acid ( 2 ) with aromatic bromides or iodides in the presence of [Pd 0 (Ph 3 ) 4 ] and Na 2 CO 3 , followed by AgO‐promoted oxidation of the resulting biaryl compounds 17 – 26 .