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One‐Pot Dual Substitutions of Bromobenzyl Chloride, 2‐Chloromethyl‐6‐halogenoimidazo[1,2‐ a ]pyridine and ‐[1,2‐ b ]pyridazine by Suzuki–Miyaura Cross‐Coupling Reactions
Author(s) -
Henry Nicolas,
EnguehardGueiffier Cécile,
Thery Isabelle,
Gueiffier Alain
Publication year - 2008
Publication title -
european journal of organic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.825
H-Index - 155
eISSN - 1099-0690
pISSN - 1434-193X
DOI - 10.1002/ejoc.200800544
Subject(s) - chemistry , pyridazine , pyridine , yield (engineering) , methylene , halide , electrophile , chloride , palladium , catalysis , medicinal chemistry , combinatorial chemistry , coupling reaction , organic chemistry , materials science , metallurgy
A very simple, mild and inexpensive palladium‐catalyzed cross‐coupling of (hetero)arylboronic acids with benzylic halides occurs in good yield. This method was successfully expanded to two heterocyclic electrophiles and allowed one‐pot dual substitutions of bromobenzyl chloride, 2‐chloromethyl‐6‐halogenoimidazo[1,2‐ a ]pyridine or ‐[1,2‐ b ]pyridazine, leading to numerous new unsymmetrical methylene‐linked biaryl systems. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2008)