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New Syntheses of Flavones from Diels–Alder Reactions of 2-Styrylchromones with ortho-Benzoquinodimethanes

✍ Scribed by Artur M. S. Silva; Ana M. G. Silva; Augusto C. Tomé; José A. S. Cavaleiro

Publisher: John Wiley and Sons
Year: 1999
Tongue: English
Weight: 130 KB
Volume: 1999
Category: Article
ISSN: 1434-193X
DOI: 10.1002/(sici)1099-0690(199901)1999:1<135::aid-ejoc135>3.0.co;2-i

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✦ Synopsis

The first reported cycloaddition reactions of 2-styryl-bromination/dehydrobromination processes. These benzoflavone derivatives were also obtained in one-pot chromones with ortho-benzoquinodimethane afforded 2-[2-(3-aryl-1,2,3,4-tetrahydronaphthyl)]chromones. These cyclo-cycloaddition reactions of 2-styrylchromones with orthobenzoquinodibromomethane. adducts were converted into the corresponding 2-[2-(3arylnaphthyl)]chromones (benzoflavone derivatives) by ortho-benzoquinodimethanes 5 and 6 (Schemes 1 and 3).

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