TY - JOUR
T1 - Decarbonylative Methylation of Aromatic Esters by a Nickel Catalyst
AU - Okita, Toshimasa
AU - Muto, Kei
AU - Yamaguchi, Junichiro
N1 - Funding Information:
This work was supported by JSPS KAKENHI Grant Number JP18H04272, JP16H04148 (to J.Y.), JP17K14453, and JP18H04661 (to K.M.). The Materials Characterization Central Laboratory in Waseda University is acknowledged for HRMS measurement.
Publisher Copyright:
© 2018 American Chemical Society.
PY - 2018/5/18
Y1 - 2018/5/18
N2 - A Ni-catalyzed decarbonylative methylation of aromatic esters was achieved using methylaluminums as methylating agents. Dimethylaluminum chlorides uniquely worked as the methyl source. Because of the Lewis acidity of aluminum reagents, less reactive alkyl esters could also undergo the present methylation. By controlling the Lewis acidity of aluminum reagents, a chemoselective decarbonylative cross-coupling between alkyl esters and phenyl esters was successful.
AB - A Ni-catalyzed decarbonylative methylation of aromatic esters was achieved using methylaluminums as methylating agents. Dimethylaluminum chlorides uniquely worked as the methyl source. Because of the Lewis acidity of aluminum reagents, less reactive alkyl esters could also undergo the present methylation. By controlling the Lewis acidity of aluminum reagents, a chemoselective decarbonylative cross-coupling between alkyl esters and phenyl esters was successful.
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U2 - 10.1021/acs.orglett.8b01233
DO - 10.1021/acs.orglett.8b01233
M3 - Article
C2 - 29738252
AN - SCOPUS:85047345740
VL - 20
SP - 3132
EP - 3135
JO - Organic Letters
JF - Organic Letters
SN - 1523-7060
IS - 10
ER -