Yaseen, Madyan A., Guo, Zhifang, Junk, Peter C., and Oelgemöller, Michael (2025) [2+2]-Photocycloadditions of 2-Acetoxy-1,4-naphthoquinone and Structure Determination of the Main Photoadducts. Photochem, 5 (4). 31.

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Abstract

The [2+2]-photocycloaddition of 2-acetoxy-1,4-naphthoquinone with 1,1-diphenylethylene, styrene and cyclopentene was conducted in a conventional batch reactor. Prolonged irradiation selectively produced the corresponding anti and head-to-head cyclobutanes in acceptable to good yields. The batch process was subsequently transferred to continuous-flow operation in a simple capillary device. Likewise, the photocycloaddition with diphenylacetylene gave the corresponding cyclobutene and a benzoanthracenone derivative in acceptable yields. The crystal structures of all main photoproducts were successfully determined.

Item ID:	89122
Item Type:	Article (Research - C1)
ISSN:	2673-7256
Keywords:	photocycloaddition; 2-acetoxy-1,4-naphthoquinone; cyclobutane; cyclobutene; continuous flow-photochemistry
Related URLs:	https://www.mdpi.com/2673-7256/5/4/31
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/).
Date Deposited:	13 Oct 2025 23:04
FoR Codes:	34 CHEMICAL SCIENCES > 3405 Organic chemistry > 340503 Organic chemical synthesis @ 50% 34 CHEMICAL SCIENCES > 3405 Organic chemistry > 340505 Physical organic chemistry @ 50%
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