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Catalyst Controlled Divergent C4/C8 Site-Selective C-H Arylation of Isoquinolones

Soyoung Lee, Shinmee Mah and Sungwoo Hong*

*Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST), Daejeon, 305-701, Korea, Email: hongorgkaist.ac.kr

S. Lee, S. Mah, S. Hong, Org. Lett., 2015, 17, 3864-3867.

DOI: 10.1021/acs.orglett.5b01840 (free Supporting Information)


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Abstract

The isoquinolone scaffold can be arylated using aryliodonium salts as the coupling partners at either the C4 or C8 position. The C4-selective arylation was successfully achieved via an electrophilic palladation pathway, whereas an Ir(III) catalytic system resulted in C-C bond formation exclusively at the C8 position.

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Key Words

Isoquinolones


ID: J54-Y2015