Photochemical Acylation of 1,4-Naphthoquinone with Aldehydes Under Continuous-Flow Conditions

Yaseen, Madyan A., and Oelgemöller, Michael (2025) Photochemical Acylation of 1,4-Naphthoquinone with Aldehydes Under Continuous-Flow Conditions. Organics, 6 (1). 9.

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Abstract

A series of photoacylations of 1,4-naphthoquinone with various aldehydes and using Pyrex-filtered UVB light was conducted under continuous-flow conditions. Acetone served as a triplet photosensitizer and convenient solvent that kept all materials in solution and could be easily removed. The corresponding acylated 1,4-naphthohydroquinone photoproducts were obtained in acceptable to excellent yields of 30–90% with residence times of just 70 min. The photoacylation process was successfully coupled with in-line oxidation to obtain acylated 1,4-naphthoquinones.

Item ID: 84686
Item Type: Article (Research - C1)
ISSN: 2673-401X
Keywords: photoacylation; naphthoquinone; acylated naphthohydroquinones; flow-photochemistry; tandem photochemical–thermal flow reaction
Copyright Information: © 2025 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (https://creativecommons.org/licenses/by/4.0/).
Funders: College of Science and Engineering, James Cook University
Projects and Grants: Competitive Research Training Grant
Date Deposited: 17 Feb 2025 22:39
FoR Codes: 34 CHEMICAL SCIENCES > 3405 Organic chemistry > 340503 Organic chemical synthesis @ 60%
34 CHEMICAL SCIENCES > 3405 Organic chemistry > 340505 Physical organic chemistry @ 40%
SEO Codes: 28 EXPANDING KNOWLEDGE > 2801 Expanding knowledge > 280105 Expanding knowledge in the chemical sciences @ 100%
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