Synthesis 2021; 53(17): 3051-3056
DOI: 10.1055/a-1477-7059
special topic
Bond Activation – in Honor of Prof. Shinji Murai

Iridium-Catalyzed Direct C–H Allylation of Ketimines

Ryota Yabe
a   Department of Chemistry, Graduate School of Science, Osaka City University, Osaka 558-8585, Japan
,
Yusuke Ebe
b   Department of Chemistry, Graduate School of Science, Kyoto University, Kyoto 606-8502, Japan
,
a   Department of Chemistry, Graduate School of Science, Osaka City University, Osaka 558-8585, Japan
› Author Affiliations
This work was supported by the Japan Society for the Promotion of Science (JSPS KAKENHI Grant No. JP19H02721).


Abstract

Aromatic C–H allylation of N-sulfonyl ketimines with allyl alcohol or allyl phenyl ether as an allyl source is catalyzed by a cationic iridium complex. The presence of a catalytic amount of a pyridine derivative was found to be essential for the reaction. In contrast, direct C–H allylation of ketimines derived from benzophenone derivatives and p-methoxyaniline with allyl phenyl ether proceeded in the absence of pyridine derivatives.

Supporting Information



Publication History

Received: 14 March 2021

Accepted after revision: 08 April 2021

Accepted Manuscript online:
08 April 2021

Article published online:
28 April 2021

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