Open AccessNickel-Catalyzed Kumada Cross-Coupling Reactions of Tertiary Alkylmagnesium Halides and Aryl Bromides/Triflates
Author(s) -
Amruta JoshiPangu,
Chaoyuan Wang,
Mark R. Biscoe
Publication year - 2011
Publication title -
journal of the american chemical society
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 7.115
H-Index - 612
eISSN - 1520-5126
pISSN - 0002-7863
DOI - 10.1021/ja202769t
Subject(s) - chemistry , aryl , electrophile , nucleophile , alkyl , nickel , catalysis , halide , isomerization , organic chemistry , medicinal chemistry , coupling reaction , polymer chemistry
We report a Ni-catalyzed process for the cross-coupling of tertiary alkyl nucleophiles and aryl bromides. This process is extremely general for a wide range of electrophiles and generally occurs with a ratio of retention to isomerization >30:1. The same procedure also accommodates the use of aryl triflates, vinyl chlorides, and vinyl bromides as the electrophilic component.