TY - JOUR
T1 - Iron-Catalyzed Ortho C-H Homoallylation of Aromatic Ketones with Methylenecyclopropanes
AU - Kimura, Naoki
AU - Katta, Shiori
AU - Kitazawa, Yoichi
AU - Kochi, Takuya
AU - Kakiuchi, Fumitoshi
N1 - Funding Information:
This work was supported in part by JSPS KAKENHI Grant Numbers JP15H05839 (Middle Molecular Strategy) and JP17K19126 and JST CREST Grant Number JPMJCR20R1. T.K. is also grateful for the support by JSPS KAKENHI Grant Number JP18H04271 (Precisely Designed Catalysts with Customized Scaffolding). N.K. is also grateful for support by the Japan Society for the Promotion of Science (JSPS) for a Research Fellowship for Young Scientists (JP19J12813).
Publisher Copyright:
©
PY - 2021/3/31
Y1 - 2021/3/31
N2 - We report here a C-H homoallylation reaction of aromatic ketones with methylenecyclopropanes (MCPs) only using a catalytic amount of Fe(PMe3)4. A variety of aromatic ketones and MCPs are applicable to the reaction to form ortho-homoallylated aromatic ketones selectively via regioselective scission of the three-membered rings. The homoallylated products are amenable to further elaborations, providing functionalized 1,2-dihydronaphthalenes.
AB - We report here a C-H homoallylation reaction of aromatic ketones with methylenecyclopropanes (MCPs) only using a catalytic amount of Fe(PMe3)4. A variety of aromatic ketones and MCPs are applicable to the reaction to form ortho-homoallylated aromatic ketones selectively via regioselective scission of the three-membered rings. The homoallylated products are amenable to further elaborations, providing functionalized 1,2-dihydronaphthalenes.
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U2 - 10.1021/jacs.1c00237
DO - 10.1021/jacs.1c00237
M3 - Article
C2 - 33729786
AN - SCOPUS:85103509564
SN - 0002-7863
VL - 143
SP - 4543
EP - 4549
JO - Journal of the American Chemical Society
JF - Journal of the American Chemical Society
IS - 12
ER -