Plant coumarins: XV. Oreoselone in the synthesis of 3-[( Z )-alkenyl]- and 3-(1 H -1,2,3-triazol-4-yl)psoralens

Verfasser / Beitragende:
[A. Lipeeva, E. Shul'ts]
Ort, Verlag, Jahr:
2015
Enthalten in:
Russian Journal of Organic Chemistry, 51/7(2015-07-01), 957-966
Format:
Artikel (online)
ID: 605529264
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245 0 0 |a Plant coumarins: XV. Oreoselone in the synthesis of 3-[( Z )-alkenyl]- and 3-(1 H -1,2,3-triazol-4-yl)psoralens  |h [Elektronische Daten]  |c [A. Lipeeva, E. Shul'ts] 
520 3 |a Sonogashira reaction of 2-isopropyl-3-(trifluoromethanesulfonyloxy)psoralen with terminal arylacetylenes gave 2-isopropyl-3-(arylethynyl)psoralens which were converted into the corresponding Z-alkenes by reduction with hydrogen in the presence of Lindlar catalyst or by thermal decomposition of preliminarily prepared Ti(II)-alkyne complexes. The reaction of 2-isopropyl-3-(trifluoromethanesulfonyloxy)psoralen with trimethylsilylacetylene afforded 2-isopropyl-3-[(trimethylsilyl)ethynyl]psoralen which reacted with 4-(ω-azidoalkyl) phenols in the presence of copper(I) bromide and triethylamine to produce 3-{1-[ω-(4-hydroxyaryl)-alkyl]-1H-1,2,3-triazol-4-yl}-2-isopropylpsoralens. 
540 |a Pleiades Publishing, Ltd., 2015 
700 1 |a Lipeeva  |D A.  |u Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, pr. Akademika Lavrent'eva 9, 630090, Novosibirsk, Russia  |4 aut 
700 1 |a Shul'ts  |D E.  |u Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, pr. Akademika Lavrent'eva 9, 630090, Novosibirsk, Russia  |4 aut 
773 0 |t Russian Journal of Organic Chemistry  |d Pleiades Publishing  |g 51/7(2015-07-01), 957-966  |x 1070-4280  |q 51:7<957  |1 2015  |2 51  |o 11178 
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950 |B NATIONALLICENCE  |P 700  |E 1-  |a Lipeeva  |D A.  |u Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, pr. Akademika Lavrent'eva 9, 630090, Novosibirsk, Russia  |4 aut 
950 |B NATIONALLICENCE  |P 700  |E 1-  |a Shul'ts  |D E.  |u Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, pr. Akademika Lavrent'eva 9, 630090, Novosibirsk, Russia  |4 aut 
950 |B NATIONALLICENCE  |P 773  |E 0-  |t Russian Journal of Organic Chemistry  |d Pleiades Publishing  |g 51/7(2015-07-01), 957-966  |x 1070-4280  |q 51:7<957  |1 2015  |2 51  |o 11178