TY - JOUR
T1 - Pd-Catalyzed 1,4-Carboamination of Bicyclic Bromoarenes with Diazo Compounds and Amines
AU - Wu, Qikun
AU - Muto, Kei
AU - Yamaguchi, Junichiro
N1 - Funding Information:
This work was supported by JSPS KAKENHI Grant Number JP21H05213 (to J.Y.), JP20H04829 (hybrid catalysis), JP21K05079, Sumitomo Foundation, and Chugai-Pharmaceutical Award in Synthetic Organic Chemistry, Japan (to K.M.). This work was also supported by JST ERATO Grant Number JPMJER1901 (to J.Y.). The Materials Characterization Central Laboratory in Waseda University is acknowledged for the support of HRMS measurements.
Publisher Copyright:
© 2022 American Chemical Society. All rights reserved.
PY - 2022/6/17
Y1 - 2022/6/17
N2 - A palladium-catalyzed 1,4-carboamination of bromoarenes with diazo compounds and amines was developed. This reaction proceeds through a palladium-carbene that then generates a I -benzylpalladium intermediate, forming ipso C-C and para C-N bonds on bromoarenes in a regioselective manner. The successful application of this transformation to the rapid synthesis of an antitumor agent demonstrates its synthetic utility.
AB - A palladium-catalyzed 1,4-carboamination of bromoarenes with diazo compounds and amines was developed. This reaction proceeds through a palladium-carbene that then generates a I -benzylpalladium intermediate, forming ipso C-C and para C-N bonds on bromoarenes in a regioselective manner. The successful application of this transformation to the rapid synthesis of an antitumor agent demonstrates its synthetic utility.
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U2 - 10.1021/acs.orglett.2c01233
DO - 10.1021/acs.orglett.2c01233
M3 - Article
C2 - 35652792
AN - SCOPUS:85131968230
SN - 1523-7060
VL - 24
SP - 4129
EP - 4134
JO - Organic Letters
JF - Organic Letters
IS - 23
ER -