Yaseen, Madyan A., Guo, Zhifang, Junk, Peter C., and Oelgemöller, Michael (2024) [2+2]-Photocycloadditions of 1,4-Naphthoquinone Under Batch and Continuous-Flow Conditions. Molecules, 29 (24). 5920.

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Abstract

A series of [2+2]-photocycloadditions of 1,4-naphthoquinone with various alkenes and diphenyla-cetylene were investigated under batch and continuous-flow conditions. Acetone-sensitization furnished the corresponding photoadducts in good to excellent yields and purities. Compared to batch operations that demanded exhaustive irradiation times of 10–13 h, the flow process generally gave superior conversions and subsequently yields with a residence time of just 60 min. The structures of several photoaddition products were further determined by crystal structure analysis.

Item ID:	84346
Item Type:	Article (Research - C1)
ISSN:	1420-3049
Keywords:	photocycloaddition; naphthoquinones; cyclobutanes; continuous-flow photochemistry
Copyright Information:	© 2024 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:	16 Dec 2024 22:30
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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