Copper-catalyzed N-arylation of 1,2,4-oxadiazin-5(6H)-ones by diaryliodonium salts; Organic and Biomolecular Chemistry; Vol. 23, iss. 17
| Parent link: | Organic and Biomolecular Chemistry.— .— London: Royal Society of Chemistry Vol. 23, iss. 17.— 2025.— P. 4217-4225 |
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| Altres autors: | , , , , , , , |
| Sumari: | Herein, we developed a new synthetic approach for the preparation of N-arylated 1,2,4-oxadiazin-5(6H)-ones by direct arylation with diaryliodonium salts. The reaction with symmetrical diaryliodonium salts using CuI as a catalyst proceeded in toluene in the presence of DIPEA at 60 °C with the formation of the desired products in isolated yields of 46 to 97% (20 examples). The use of more readily available unsymmetrical diaryliodonium salts required higher reaction temperatures (up to 100 °C) to achieve similar yields. The only limitation observed in reaction was with an ortho-substituted iodonium salt. In all other cases, the developed approach allowed the preparation of a broad range of N-arylated 1,2,4-oxadiazin-5(6H)-ones under mild conditions utilizing a cheap and readily available catalyst Текстовый файл AM_Agreement |
| Idioma: | anglès |
| Publicat: |
2025
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| Matèries: | |
| Accés en línia: | https://doi.org/10.1039/D5OB00204D |
| Format: | MixedMaterials Electrònic Capítol de llibre |
| KOHA link: | https://koha.lib.tpu.ru/cgi-bin/koha/opac-detail.pl?biblionumber=680065 |
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| 200 | 1 | |a Copper-catalyzed N-arylation of 1,2,4-oxadiazin-5(6H)-ones by diaryliodonium salts |f Sofia I. Presnukhina, Svetlana O. Baykova, Elizaveta A. Chukanova [et al.] | |
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| 330 | |a Herein, we developed a new synthetic approach for the preparation of N-arylated 1,2,4-oxadiazin-5(6H)-ones by direct arylation with diaryliodonium salts. The reaction with symmetrical diaryliodonium salts using CuI as a catalyst proceeded in toluene in the presence of DIPEA at 60 °C with the formation of the desired products in isolated yields of 46 to 97% (20 examples). The use of more readily available unsymmetrical diaryliodonium salts required higher reaction temperatures (up to 100 °C) to achieve similar yields. The only limitation observed in reaction was with an ortho-substituted iodonium salt. In all other cases, the developed approach allowed the preparation of a broad range of N-arylated 1,2,4-oxadiazin-5(6H)-ones under mild conditions utilizing a cheap and readily available catalyst | ||
| 336 | |a Текстовый файл | ||
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| 461 | 1 | |t Organic and Biomolecular Chemistry |c London |n Royal Society of Chemistry | |
| 463 | 1 | |t Vol. 23, iss. 17 |v P. 4217-4225 |d 2025 | |
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| 701 | 1 | |a Chukanova |b E. A. |g Elizaveta | |
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