Diamine‐Promoted Deacylation of 2‐Alkyl‐1, 3‐Diketones for the Facile Synthesis of Ketones. Issue 37 (6th October 2022)

• Record Type: Journal Article
• Authors: Ishihara, Rei; Okamura, Kota; Yoshimura, Yuki; Ueno, Satoshi
• Is Part Of: ChemistrySelect. Volume 7:Issue 37(2022)
• Page Start: n/a
• Page End: n/a
• Publication Date: 2022-10-06
• Subjects: Deacylation -- Ketone -- Diamine -- 1, 3-Diketone -- β-Ketoester; Chemistry -- Periodicals; 540.5
• DOI: 10.1002/slct.202202717
• Languages: English
• ISSNs: 2365-6549

Abstract

Abstract: 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. Abstract : 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.