Rhodium(III)-Catalyzed Selective Monoarylation of β or γ C(sp3)–H Bonds Assisted by a Trimethylpyrazole Group

The selective arylation of unactivated β or challenging γ primary and secondary β-C­(sp3)–H bonds has been developed with a Cp*Rh­(III) catalyst assisted by a trimethylpyrazole group. A rarely reported six-membered rhodacycle has been identified in rhodium-catalyzed C­(sp3)–H activation reactions. P...

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Bibliographic Details
Published in:Organic letters 2017-01, Vol.19 (2), p.356-359
Main Authors: Yuan, Chunchen, Tu, Guangliang, Zhao, Yingsheng
Format: Article
Language:English
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Summary:The selective arylation of unactivated β or challenging γ primary and secondary β-C­(sp3)–H bonds has been developed with a Cp*Rh­(III) catalyst assisted by a trimethylpyrazole group. A rarely reported six-membered rhodacycle has been identified in rhodium-catalyzed C­(sp3)–H activation reactions. Preliminary mechanistic studies have revealed that a concerted metalation–deprotonation pathway might be involved in the C–H activation step.
ISSN:1523-7060
1523-7052
DOI:10.1021/acs.orglett.6b03522