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Synthesis 2020; 52(06): 861-872
DOI: 10.1055/s-0039-1690760
DOI: 10.1055/s-0039-1690760
paper
One-Pot Access to 2-Aryl-3-(arylmethyl)chromones
The authors would like to thank the Ministry of Science and Technology, Taiwan for its financial support (MOST 106-2628-M-037-001-MY3).Weitere Informationen
Publikationsverlauf
Received: 22. Oktober 2019
Accepted after revision: 14. November 2019
Publikationsdatum:
28. November 2019 (online)
Abstract
Sodium hydroxide controlled intermolecular double aldol condensation of o-hydroxyacetophenones with 2 equivalents of arylaldehydes provides 2-aryl-3-(arylmethyl)chromones (a chimera of flavone and homoisoflavanone) in MeOH at 50 °C under mild conditions. The uses of various bases and solvents are investigated for one-pot facile and efficient transformation. A plausible mechanism is proposed.
Key words
aldol condensation - o-hydroxyacetophenones - arylaldehydes - chromones - homoisoflavanone - benzopyran-4-oneSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0039-1690760. Included are scanned photocopies of NMR spectral data for all compounds and X-ray analysis data of 4a-4d, 4g, 4t, 4z and 4ag.
- Supporting Information
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