Synthesis of aurone derivatives on the basis of 2,4,6-trihydroxytoluene

Autor: Alexey M. Starosotnikov, Natal’ya L. Merkulova, K. I. Kobrakov, Dmitry N. Kuznetsov, Dmitry A. Shubin
Rok vydání: 2019
Předmět:
Zdroj: Chemistry of Heterocyclic Compounds. 55:1174-1178
ISSN: 1573-8353
0009-3122
DOI: 10.1007/s10593-019-02597-0
Popis: 2,4,6-Trihydroxytoluene (2-methylphloroglucinol) was used as starting material for the first synthesis of several (Z)-2-arylidene-4,6-dihydroxy-7-methylaurones, including a synthetic analog of the natural 7-methylaureusidin, which is currently obtained mainly from the extract of sedge capitata (Cyperus capitatus). It was shown that the reaction of 2,4,6-trihydroxytoluene with chloroacetonitrile occurred regioselectively, with the formation of 4,6-dihydroxy-7-methylbenzofuran-3(2H)-one, the treatment of which with substituted benzaldehydes gave high yields of the target compounds.
Databáze: OpenAIRE
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