The reactivity of 4-(1-butoxyvinyl)-2H-chromen-2-one (1) and (E)-4-(2-butoxyvinyl)-2H-chromen-2-one (2) as diene in thermal Diels-Alder cycloaddition reactions with several electron-poor dienophiles is reported. Among several dienophiles used in this study 1,4-benzoquinone afforded cycloadducts 11-butoxy-1H-naphtho[1,2-c]chromene-1,4,5-trione (3e) and 1H-naphtho[1,2-c]chromene-1,4,5-trione (4g) that showed Cdc25 phosphatase-inhibition activity at low micromolar values, with both compounds more effective against Cdc25 A and Cdc25 C isoforms. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Reactivity of 4-vinyl-2H-1-benzopyran-2-ones in diels-alder cycloaddition reactions: Access to coumarin-based polycycles with Cdc25 phosphatase-inhibiting activity / Valente, Sergio; Zhanjie, Xu; Emilie, Bana; Zwergel, Clemens; Mai, Antonello; Jacob, Claus; Peter, Meiser; Denyse, Bagrel; Artur M. S., Silva; Kirsch, Gilbert. - In: EUROPEAN JOURNAL OF ORGANIC CHEMISTRY. - ISSN 1434-193X. - 2013:14(2013), pp. 2869-2877. [10.1002/ejoc.201201736]
Reactivity of 4-vinyl-2H-1-benzopyran-2-ones in diels-alder cycloaddition reactions: Access to coumarin-based polycycles with Cdc25 phosphatase-inhibiting activity
VALENTE, Sergio;ZWERGEL, CLEMENS;MAI, Antonello;
2013
Abstract
The reactivity of 4-(1-butoxyvinyl)-2H-chromen-2-one (1) and (E)-4-(2-butoxyvinyl)-2H-chromen-2-one (2) as diene in thermal Diels-Alder cycloaddition reactions with several electron-poor dienophiles is reported. Among several dienophiles used in this study 1,4-benzoquinone afforded cycloadducts 11-butoxy-1H-naphtho[1,2-c]chromene-1,4,5-trione (3e) and 1H-naphtho[1,2-c]chromene-1,4,5-trione (4g) that showed Cdc25 phosphatase-inhibition activity at low micromolar values, with both compounds more effective against Cdc25 A and Cdc25 C isoforms. Copyright © 2013 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
