A strategy for Co(III)-catalyzed C(sp)-H alkenylation of -protected isoquinolones with 1,4-naphthoquinones has been disclosed. The developed protocol was efficiently applied for diversely substituted isoquinolones. Preliminary mechanistic experiments revealed the involvement of a five-membered cobaltacycle as an intermediate. Deuterium labeling experiments suggested the reversible nature of the C-H activation step. The scale-up reaction was also carried out, and the product was utilized as a chemosensor to detect Fe ions.
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http://dx.doi.org/10.1021/acs.orglett.4c01686 | DOI Listing |
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