caa a22 4500 605529264 CHVBK 20210128100817.0 cr unu---uuuuu 210128e20150701xx s 000 0 eng 10.1134/S1070428015070012X doi (NATIONALLICENCE)springer-10.1134/S1070428015070012X Plant coumarins: XV. Oreoselone in the synthesis of 3-[( Z )-alkenyl]- and 3-(1 H -1,2,3-triazol-4-yl)psoralens [Elektronische Daten] [A. Lipeeva, E. Shul'ts] 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. Pleiades Publishing, Ltd., 2015 Lipeeva A. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, pr. Akademika Lavrent'eva 9, 630090, Novosibirsk, Russia aut Shul'ts E. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, pr. Akademika Lavrent'eva 9, 630090, Novosibirsk, Russia aut Russian Journal of Organic Chemistry Pleiades Publishing 51/7(2015-07-01), 957-966 1070-4280 51:7<957 2015 51 11178 https://doi.org/10.1134/S1070428015070012X text/html Onlinezugriff via DOI BK010053 XK010053 XK010000 Metadata rights reserved Springer special CC-BY-NC licence nationallicence 1 research-article jats NATIONALLICENCE NATIONALLICENCE NL-springer NATIONALLICENCE 856 40 https://doi.org/10.1134/S1070428015070012X text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Lipeeva A. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, pr. Akademika Lavrent'eva 9, 630090, Novosibirsk, Russia aut NATIONALLICENCE 700 1- Shul'ts E. Vorozhtsov Novosibirsk Institute of Organic Chemistry, Siberian Branch, Russian Academy of Sciences, pr. Akademika Lavrent'eva 9, 630090, Novosibirsk, Russia aut NATIONALLICENCE 773 0- Russian Journal of Organic Chemistry Pleiades Publishing 51/7(2015-07-01), 957-966 1070-4280 51:7<957 2015 51 11178