Reinventing the De Mayo reaction: synthesis of 1,5-diketones or 1,5-ketoesters via visible light [2+2] cycloaddition of beta-diketones or beta-ketoesters with styrenes

Martinez-Haya, Rebeca and Marzo, Leyre and Koenig, Burkhard (2018) Reinventing the De Mayo reaction: synthesis of 1,5-diketones or 1,5-ketoesters via visible light [2+2] cycloaddition of beta-diketones or beta-ketoesters with styrenes. CHEMICAL COMMUNICATIONS, 54 (82). pp. 11602-11605. ISSN 1359-7345, 1364-548X

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Abstract

A visible light mediated De Mayo reaction between 1,3-diketones and styrenes following a [2+2] cycloaddition pathway via a photosensitization mechanism gives access to 1,5-diketones. The reaction has been applied to substituted styrenes and aryl- and alkyl-substituted ketones. Moreover, the method converts -ketoesters, -amido esters, and -cyano ketones. Seven membered rings, a frequent structural motif of natural products, are also accessible using this methodology.

Item Type: Article
Uncontrolled Keywords: PHOTOREDOX CATALYSIS; ORGANIC-SYNTHESIS; ENERGY-TRANSFER; PHOTOCHEMISTRY; PHOTOCYCLOADDITION; PHOTOPHYSICS; PHOTOCATALYSIS; ENLARGEMENT; COMPLEXES; CHEMISTRY;
Subjects: 500 Science > 540 Chemistry & allied sciences
Divisions: Chemistry and Pharmacy > Institut für Organische Chemie > Lehrstuhl Prof. Dr. Burkhard König
Depositing User: Dr. Gernot Deinzer
Date Deposited: 04 Dec 2019 13:07
Last Modified: 04 Dec 2019 13:07
URI: https://pred.uni-regensburg.de/id/eprint/13677

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