Journal
ORGANIC LETTERS
Volume 17, Issue 17, Pages 4204-4207Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.5b01974
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Funding
- National Natural Science Foundation of China [21372122, 21421062]
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The oxidative coupling reactions of NH isoquinolones with 1,4-benzoquinone proceeded efficiently to form spiro compounds in the presence of an Ir(III) catalyst through C-H activation. The reactions have a broad range of substrates, with nearly quantitative yields, without the use of external oxidants. For 1,4-naphthoquinone and other substituted 1,4-benzoquinone the reactions also gave high yields with Cu(OAc)(2)center dot H2O as an external oxidant. A catalytically competent five-membered iridacycle has been isolated and structurally characterized, thus revealing a key intermediate in the catalytic cycle.
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