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

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

Journal

Russian Journal of Organic Chemistry
ISSN: 1070-4280 , E-ISSN: 1608-3393

Output data

Year: 2015, Volume: 51, Number: 7, Pages: 957-966 Pages count : 10 DOI: 10.1134/S1070428015070012X

Authors

Lipeeva A.V. ¹ , Shul'ts E.E. ¹

Affiliations

1	(Данные Web of science) Russian Acad Sci, Vorozhtsov Novosibirsk Inst Organ Chem, Siberian Branch, Novosibirsk 630090, Russia

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-(omega-azidoalkyl) phenols in the presence of copper(I) bromide and triethylamine to produce 3-{1-[omega-(4-hydroxyaryl)-alkyl]-1H-1,2,3-triazol-4-yl}-2-isopropylpsoralens.

Lipeeva A.V. , Shul'ts E.E.
Plant coumarins: XV. Oreoselone in the synthesis of 3-[(Z)-alkenyl]- and 3-(1H-1,2,3-triazol-4-yl)psoralens
Russian Journal of Organic Chemistry. 2015. V.51. N7. P.957-966. DOI: 10.1134/S1070428015070012X WOS Scopus РИНЦ OpenAlex

Липеева А.В. , Шульц Э.Э.
Исследование растительных кумаринов. xv. фурокумарин ореозелон в синтезе 3-(z)-алкенил- и 3-(1 н-1,2,3-триазол-4-ил)псораленов
Журнал органической химии (RUSS J ORG CHEM+). 2015. Т.51. №7. С.977-985. РИНЦ

Published print:	Jul 1, 2015
Published online:	Aug 14, 2015

Web of science:	WOS:000359555800012
Scopus:	2-s2.0-84939429023
Elibrary:	24509949
OpenAlex:	W2269298134

DB	Citing
Web of science	6
Scopus	7
Elibrary	8
OpenAlex	6