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Nickel-Catalyzed C−H/C−O Coupling of Azoles with Phenol Derivatives

 

Kei Muto, Junichiro Yamaguchi, and Kenichiro Itami

J. Am. Chem. Soc2011, ASAP. DOI: 10.1021/ja210249h

Highlighted in Newspapers (YomiuriChu-nichi, The Chemical Daily)

Pave new way toward ideal cross coupling

The first nickel-catalyzed C–H bond arylation of azoles with phenol derivatives have been developed. The new Ni(cod)2/dcype catalytic system is active for the coupling of various phenol derivatives such as esters, carbamates, carbonates, sulfamates, triflates, tosylates, and mesylates. By using the C–H/C–O biaryl coupling, a series of privileged 2-arylazoles including biologically active alkaloids were synthesized. Moreover, we demonstrated the utility of present reaction for functionalizing estrone and quinine.

[Nagoya University Press Release]

 

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