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Synthesis 2019; 51(20): 3825-3833
DOI: 10.1055/s-0039-1690003
DOI: 10.1055/s-0039-1690003
paper
Regioselective Synthesis of 2-Acylbutadienes from β,γ-Unsaturated Ketones
The reported study was funded by RFBR according to the research project No. 18-33-00100.
Further Information
Publication History
Received: 28 May 2019
Accepted after revision: 26 June 2019
Publication Date:
15 July 2019 (online)
Abstract
2-Acylbuta-1,3-dienes have been synthesized regioselectively from aromatic and heteroaromatic β,γ-unsaturated ketones (readily accessible via base-catalyzed addition of ketones to acetylenes) and aldehydes. The reaction smoothly proceeds with piperidine (10 mol%)/acetic acid (10 mol%) catalytic pair in boiling toluene to provide synthetically attractive polyconjugated electron-deficient dienes in up to 94% yield.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0039-1690003.
- Supporting Information
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