Long-Range Halogen Dance Reaction in 4,5-Dihalogeno-2-(Sulfur-Containing Heterocyclyl)thiazole.
| Autor: | Hirokawa Y; Faculty of Pharmacy, Osaka Ohtani University., Arimitsu K; Faculty of Pharmacy, Osaka Ohtani University., Ikegawa Y; Faculty of Pharmacy, Osaka Ohtani University., Kashihara T; Faculty of Pharmacy, Osaka Ohtani University., Kosuda M; Faculty of Pharmacy, Osaka Ohtani University., Miura A; Faculty of Pharmacy, Osaka Ohtani University., Maezaki N; Faculty of Pharmacy, Osaka Ohtani University. |
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| Jazyk: | angličtina |
| Zdroj: | Chemical & pharmaceutical bulletin [Chem Pharm Bull (Tokyo)] 2024; Vol. 72 (12), pp. 1061-1064. |
| DOI: | 10.1248/cpb.c24-00561 |
| Abstrakt: | We have investigated the base-induced long-range halogen dance reactions of 4,5-dibromo- or 4-bromo-5-iodothiazoles bearing sulfur-containing aromatic heterocycles at the C2-position. We have found that the reaction occurs in bithiazole regioisomers or (thiophenyl)thiazole derivatives, in which the C-5 halo group on the thiazole halogen donor regioselectively migrates to a halogen acceptor ring after treatment with lithium bis(trimethylsilyl)amide. The substrate with a thiophen-2-yl substituent required highly basic P |
| Databáze: | MEDLINE |
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