Extended Anthracenes and Their Use as Dienes in Diels-Alder Reactions

¹ Department of Chemistry, UAE University
² Department of Chemistry, United Arab Emirates University
³ Department of Chemical Engineering, UAE University
⁴ Institute of Inorganic Chemistry, University of Hamburg
⁵ Department of Applied Chemical Sciences, Jordan University of Science & Technology

Published: 03 November 2014 by MDPI in The 18th International Electronic Conference on Synthetic Organic Chemistry session General Organic Synthesis

https://doi.org/10.3390/ecsoc-18-a045

Abstract: 9-Anthranylcarbaldehydes were converted to alkyl 9-anthranylacrylates and 9-phenacylethenylanthracenes. Alkyl 9-anthranylacrylates are brominated to alkyl 9-bromoanthran-10-ylacrylate. Suzuki-reactions with arylboronic lead to alkyl 9,10-arylanthranylacrylates. The alkyl 9-anthranylacrylates and 9-phenacylethenylanthracenes were subjected to cycloaddition reactions to give the respective cycloadducts.

Keywords: Anthracenes; Wittig-olefination; Suzuki reaction; Diels Alder reaction; extended pi-systems; photochemistry

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