Plant coumarins: XI. Cross coupling reactions with 2-(tosyl)oreoselone Full article
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Russian Journal of Organic Chemistry
ISSN: 1070-4280 , E-ISSN: 1608-3393 |
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| Output data | Year: 2013, Volume: 49, Number: 1, Pages: 99-107 Pages count : 9 DOI: 10.1134/S107042801301017X | ||
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Abstract:
The reaction of a linearly fused furocoumarin, oreoselone, with p-toluenesulfonyl chloride gave 2-tosyloreoselone which showed a high reactivity in palladium-catalyzed cross-coupling reactions with formation of a new carbon-carbon bond. 2-Tosyloreoselone reacted with terminal alkynes in the presence of Pd(PPh3)(2)Cl-2 to give the corresponding 2-alkynylfuro[3,2-g]chromen-3-ones. 2-Aryl(hetaryl)alkynyloreoselones were obtained in high yield directly by palladium-catalyzed reaction of oreoselone with tosyl chloride and aryl(hetaryl)acetylenes. The reaction of 2-tosyloreoselone with aryl(hetaryl)boronic acids in the presence of palladium complexes with uni- and bidentate ligands, tetrabutylammonium bromide, and a base afforded 2-aryl(hetaryl)-substituted oreoselones. 2-Vinyloreoselone was synthesized from 2-tosyloreoselone and potassium trifluoro(vinyl)borate. DOI: 10.1134/S107042801301017X
Cite:
Lipeeva A.B.
, Shul'ts E.E.
, Shakirov M.M.
, Tolstikov G.A.
Plant coumarins: XI. Cross coupling reactions with 2-(tosyl)oreoselone
Russian Journal of Organic Chemistry. 2013. V.49. N1. P.99-107. DOI: 10.1134/S107042801301017X WOS Scopus РИНЦ OpenAlex
Plant coumarins: XI. Cross coupling reactions with 2-(tosyl)oreoselone
Russian Journal of Organic Chemistry. 2013. V.49. N1. P.99-107. DOI: 10.1134/S107042801301017X WOS Scopus РИНЦ OpenAlex
Original:
Липеева А.В.
, Шульц Э.Э.
, Шакиров М.М.
, Толстиков Г.А.
Исследование растительных кумаринов xi. реакции кросс-сочетания с участием 2-(тозил)ореозелона
Журнал органической химии (RUSS J ORG CHEM+). 2013. Т.49. №1. С.105-112. РИНЦ
Исследование растительных кумаринов xi. реакции кросс-сочетания с участием 2-(тозил)ореозелона
Журнал органической химии (RUSS J ORG CHEM+). 2013. Т.49. №1. С.105-112. РИНЦ
Dates:
| Published print: | Jan 1, 2013 |
| Published online: | Feb 8, 2013 |
Identifiers:
| Web of science: | WOS:000314696400017 |
| Scopus: | 2-s2.0-84873653584 |
| Elibrary: | 20433258 |
| OpenAlex: | W2030050453 |