Copper-catalyzed N-arylation of 1,2,4-oxadiazin-5(6H)-ones by diaryliodonium salts
| Parent link: | Organic and Biomolecular Chemistry.— .— London: Royal Society of Chemistry Vol. 23, iss. 17.— 2025.— P. 4217-4225 |
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| Other Authors: | , , , , , , , |
| Summary: | 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 |
| Published: |
2025
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| Subjects: | |
| Online Access: | https://doi.org/10.1039/D5OB00204D |
| Format: | Electronic Book Chapter |
| KOHA link: | https://koha.lib.tpu.ru/cgi-bin/koha/opac-detail.pl?biblionumber=680065 |