Phototriggered Butenolide Formation from a Cyclobutenedione and an Acidic Nucleophile.
| Autor: | Mishiro K; Institute for Frontier Science Initiative, Kanazawa University, Kakuma-machi, Kanazawa 920-1192, Japan., Sesumi A; Faculty of Pharmaceutical Sciences, Institute of Medical, Pharmaceutical, and Health Sciences, Kanazawa University, Kakuma-machi, Kanazawa 920-1192, Japan., Fujii T; Faculty of Pharmaceutical Sciences, Institute of Medical, Pharmaceutical, and Health Sciences, Kanazawa University, Kakuma-machi, Kanazawa 920-1192, Japan., Furuyama T; NanoMaterials Research Institute, Kanazawa University, Kakuma-machi, Kanazawa 920-1192, Japan., Kunishima M; Faculty of Pharmaceutical Sciences, Kobe Gakuin University, 1-1-3 Minatojima, Chuo-ku, Kobe 650-8586, Japan. |
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| Jazyk: | angličtina |
| Zdroj: | Organic letters [Org Lett] 2024 Jan 12; Vol. 26 (1), pp. 380-384. Date of Electronic Publication: 2023 Dec 28. |
| DOI: | 10.1021/acs.orglett.3c04054 |
| Abstrakt: | A phototriggered conjugation reaction of an aminocyclobutenedione and an acidic nucleophile was discovered. Upon blue light irradiation of the materials, a butenolide derivative with substituents derived from the aminocyclobutenedione and the nucleophile was produced. The reaction proceeded efficiently under organic solvent or organic solvent/aqueous buffer (1/1) conditions. This reaction would be useful for the synthesis of unique butenolide derivatives and derivatization of acidic functional groups contained in aqueous biomolecules. |
| Databáze: | MEDLINE |
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