TY - JOUR
T1 - Iron-Catalyzed Regioselective Anti-Markovnikov Addition of C-H Bonds in Aromatic Ketones to Alkenes
AU - Kimura, Naoki
AU - Kochi, Takuya
AU - Kakiuchi, Fumitoshi
N1 - Funding Information:
We are grateful to Profs. Yusuke Sunada (The Univ. of Tokyo) and Hideo Nagashima (Kyushu Univ.) for their helpful suggestions concerning the experiments using the iron complexes. This work was supported in part by JSPS KAKENHI Grant Numbers JP17K19126, JP16H04150, JP15H05839 (Middle Molecular Strategy), as well as CREST and ACT-C (Grant Number JPMJCR12Y8) from the Japan Science and Technology Agency (JST), Japan. T.K. is also grateful for support by JSPS KAKENHI Grant Number JP16H01040 (Precisely Designed Catalysts with Customized Scaffolding).
Publisher Copyright:
© 2017 American Chemical Society.
PY - 2017/10/25
Y1 - 2017/10/25
N2 - We report here on a C-H alkylation reaction, in which the coupling of aromatic ketones with alkenes proceeds in the presence of only a simple Fe(PMe3)4 catalyst. The anti-Markovnikov addition of ortho C-H bonds in various ketones occurs with excellent regioselectivity under relatively mild reaction conditions. A strikingly wide variety of alkenes can be used for this reaction, and the high-yielding anti-Markovnikov addition of aromatic C-H bonds to enol ethers was achieved for the first time using this catalyst system.
AB - We report here on a C-H alkylation reaction, in which the coupling of aromatic ketones with alkenes proceeds in the presence of only a simple Fe(PMe3)4 catalyst. The anti-Markovnikov addition of ortho C-H bonds in various ketones occurs with excellent regioselectivity under relatively mild reaction conditions. A strikingly wide variety of alkenes can be used for this reaction, and the high-yielding anti-Markovnikov addition of aromatic C-H bonds to enol ethers was achieved for the first time using this catalyst system.
UR - http://www.scopus.com/inward/record.url?scp=85032258634&partnerID=8YFLogxK
UR - http://www.scopus.com/inward/citedby.url?scp=85032258634&partnerID=8YFLogxK
U2 - 10.1021/jacs.7b08385
DO - 10.1021/jacs.7b08385
M3 - Article
C2 - 29039660
AN - SCOPUS:85032258634
SN - 0002-7863
VL - 139
SP - 14849
EP - 14852
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
IS - 42
ER -