Organocatalyzed benzannulation for the construction of diverse anthraquinones and tetracenediones?
Chemical Communications Pub Date: 2015-04-10 DOI: 10.1039/C5CC00623F
Abstract
An efficient one-pot synthesis of anthraquinones and tetracenediones was achieved viaL-proline catalyzed [4+2] cycloaddition of in situ generated azadiene from α,β-unsaturated aldehydes and 1,4-naphthoquinones or 1,4-anthracenedione in good to excellent yield. This protocol constitutes an unprecedented tandem benzannulation that allows one-pot construction of diverse anthraquinones and tetracenediones in the presence of organocatalysts. This methodology was applied successfully to the synthesis of naturally occurring molecules and photochemically interesting phenanthrenequinone derivatives.
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Journal Name：Chemical Communications
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CAS no.: 89640-58-4
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