Amide-Directed C–H Acetoxylation of Cubanes

In this study, a palladium-catalyzed, amide-directed C-H acetoxylation of cubanes has been developed. The ortho positions of the amide directing group on cubanes were selectively acetoxylated without any stoichiometric strong bases. The number (1-3) of acetoxy groups introduced was determined by the amount of PhI(OAc)<sub>2</sub> used. Substitution at the C4 position of cubane dramatically affected the outcome of the acetoxylation reaction.

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Publication Details

Journal
Chemical and Pharmaceutical Bulletin
Published
2025-09-02
DOI
https://doi.org/10.1248/cpb.c25-00449
Citations
1
Primary Topic
Oxidative Organic Chemistry Reactions
Type
article
Field-Weighted Citation Impact
0.94

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article

Amide-Directed C–H Acetoxylation of Cubanes

Shota Nagasawa, Yoshiharu Iwabuchi
1 citations
Chemical and Pharmaceutical Bulletin
Oxidative Organic Chemistry Reactions
0.94
article

Amide-Directed C–H Acetoxylation of Cubanes

Shota Nagasawa, Yoshiharu Iwabuchi
article en
1 citations

Abstract

In this study, a palladium-catalyzed, amide-directed C-H acetoxylation of cubanes has been developed. The ortho positions of the amide directing group on cubanes were selectively acetoxylated without any stoichiometric strong bases. The number (1-3) of acetoxy groups introduced was determined by the amount of PhI(OAc)<sub>2</sub> used. Substitution at the C4 position of cubane dramatically affected the outcome of the acetoxylation reaction.

Chemical and Pharmaceutical BulletinVol. 73(9)
Tohoku University (JP)
Japan Agency for Medical Research and Development, Tokyo Biochemical Research Foundation, Teijin Pharma, Japan Society for the Promotion of Science
Openalex Percentile: Top 22%
Oxidative Organic Chemistry Reactions
0.94
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