Synthesis of benzo[ f ]quinazoline-1,3(2 H ,4 H )-diones

We report the synthesis of polycyclic uracil derivatives. The method is based on palladium-catalysed Sonogashira–Hagihara and Suzuki–Miyaura cross-coupling reactions followed by Brønsted acid-mediated cycloisomerisation. The developed methodology tolerates various functional groups and leads to mode...

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Bibliographic Details
Published in:	Beilstein journal of organic chemistry Vol. 20; no. 1; pp. 2708 - 2719
Main Authors:	de Abreu, Ruben Manuel Figueira, Ehlers, Peter, Langer, Peter
Format:	Journal Article
Language:	English
Published:	Trakehner Str. 7-9, 60487 Frankfurt am Main, Germany Beilstein-Institut 28-10-2024
Subjects:	Chemistry cross-coupling cyclization Full Research Paper heterocycles palladium
Online Access:	Get full text
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Summary:	We report the synthesis of polycyclic uracil derivatives. The method is based on palladium-catalysed Sonogashira–Hagihara and Suzuki–Miyaura cross-coupling reactions followed by Brønsted acid-mediated cycloisomerisation. The developed methodology tolerates various functional groups and leads to moderate up to quantitative yields of the final products. The impact of different functional groups on the optical properties was studied by UV–vis and fluorescence spectroscopy.
Bibliography:	Tel.: +49 381 498 6410, Fax: +49 381 498 6412
ISSN:	1860-5397 1860-5397
DOI:	10.3762/bjoc.20.228