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

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The catalyst-controlled C4/C8 site-selective C-H arylation of isoquinolones using aryliodonium salts as the coupling partners was developed. The C4-selective arylation was successfully achieved via an electrophilic palladation pathway. A completely different selectivity pattern was observed using an Ir(III) catalytic system, which resulted in C-C bond formation exclusively at the C8 position. The isoquinolone scaffold can be conveniently equipped with various aryl substituents at either the C4 or C8 position.
Publisher
AMER CHEMICAL SOC
Issue Date
2015-08
Language
English
Article Type
Article
Keywords

DIARYLIODONIUM SALTS; BOND ACTIVATION; MILD CONDITIONS; ACID-DERIVATIVES; ALKYNES; OLEFINATION; ANNULATION; ROUTE; FUNCTIONALIZATION; C(SP(2))-H

Citation

ORGANIC LETTERS, v.17, no.15, pp.3864 - 3867

ISSN
1523-7060
DOI
10.1021/acs.orglett.5b01840
URI
http://hdl.handle.net/10203/203969
Appears in Collection
CH-Journal Papers(저널논문)
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