Diamine‐Promoted Deacylation of 2‐Alkyl‐1,3‐Diketones for the Facile Synthesis of Ketones

A facile synthesis of ketones was developed based on the diamine‐promoted deacylation of 2‐alkyl‐1,3‐diketones. More specifically, 2‐alkyl‐1‐arylbutane‐1,3‐diones were efficiently deacylated in the presence of 2,2‐dimethylpropane‐1,3‐diamines to afford the corresponding aryl ketones with a high regi...

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Bibliographic Details
Published in:ChemistrySelect (Weinheim) 2022-10, Vol.7 (37), p.n/a
Main Authors: Ishihara, Rei, Okamura, Kota, Yoshimura, Yuki, Ueno, Satoshi
Format: Article
Language:English
Subjects:
1,3-Diketone
Deacylation
Diamine
Ketone
β-Ketoester
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Summary:A facile synthesis of ketones was developed based on the diamine‐promoted deacylation of 2‐alkyl‐1,3‐diketones. More specifically, 2‐alkyl‐1‐arylbutane‐1,3‐diones were efficiently deacylated in the presence of 2,2‐dimethylpropane‐1,3‐diamines to afford the corresponding aryl ketones with a high regioselectivity. Notably, this regioselectivity was different from that observed under the conventional retro‐Claisen conditions. A facile synthesis of ketones was developed based on the diamine‐promoted deacylation of 2‐alkyl‐1,3‐diketones. The 2‐alkyl‐1‐phenylbutane‐1,3‐diones were efficiently deacylated in the presence of 2,2‐dimethylpropane‐1,3‐diamines, affording phenyl ketones.
ISSN:2365-6549
2365-6549
DOI:10.1002/slct.202202717