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Nickel‐Catalyzed Cross‐Coupling Reaction of Alkyl Halides with Organozinc and Grignard Reagents with 1,3,8,10‐Tetraenes as Additives
Author(s) -
Terao Jun,
Todo Hirohisa,
Watanabe Hideyuki,
Ikumi Aki,
Kambe Nobuaki
Publication year - 2004
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.200460246
Subject(s) - halide , reagent , alkyl , chemistry , catalysis , nickel , fluoride , coupling (piping) , grignard reaction , combinatorial chemistry , grignard reagent , medicinal chemistry , organic chemistry , inorganic chemistry , materials science , metallurgy
Essential additives : The addition of bis(1,3‐butadienyl) compounds (tetraenes) was essential in the efficient Ni‐catalyzed cross‐coupling of organozinc reagents with alkyl bromides and a tosylate (see scheme, X=C(CO 2 Me) 2 or NCH 2 Ph). The efficiency of the Ni‐catalyzed cross‐coupling of an alkyl fluoride with a Grignard reagent was also improved by using these tetraenes.