Multicomponent condensation of 6-acetyl-5,7-dihydroxy-4-methylchromen-2-one with aldehydes and Meldrum´s acid

Lichitsky, Boris V.; Shorunov, Sergey V.; Osipov, A. O.; Komogortsev, Andrey N.; Dudinov, A. A.; Krayushkin, M. M.

doi:10.1007/s11172-017-1824-6

Cited by 3 publications

(2 citation statements)

References 9 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The final step of the process involves formation of target product 4, proceeding under reflux in acetic acid. As it was shown in a previous article, this two-step protocol is most efficient for the conversion of starting hydroxyl derivatives to corresponding dihydropyranones [25]. Thus, the described method allows one to obtain the target product 4 at a 68% yield (Scheme 1).…”

Section: Resultsmentioning

confidence: 64%

“…Previously, we elaborated a general route for the synthesis of condensed dihydropyranones based on a multicomponent reaction of 7-hydroxycoumarin derivatives with aldehydes and Meldrum's acid [25]. The presented method is a two-stage telescoped protocol, including preliminary condensation of the starting components in methanol and subsequent heterocyclization in acetic acid.…”

Section: Introductionmentioning

confidence: 99%

See 1 more Smart Citation

3-Phenyl-10-(2,3,4-trimethoxyphenyl)-9,10-dihydro-4H,8H-pyrano [2,3-f]chromene-4,8-dione

Lichitsky¹,

Komogortsev²,

Melekhina³

2022

Molbank

View full text Add to dashboard Cite

An efficient telescoped method for synthesis of 3-phenyl-10-(2,3,4-trimethoxyphenyl)-9,10-dihydro-4H,8H-pyrano[2,3-f]chromene-4,8-dione was elaborated. The presented protocol includes the one-pot multicomponent reaction of 7-hydroxy-3-phenyl-4H-chromen-4-one, 2,3,4-trimethoxybenzaldehyde and Meldrum’s acid. Advantages of this method are the application of readily available starting reagents, atom economy and easy procedure of preparation and purification of the target product. The structure of the synthesized polycyclic compound was proved by 1H, 13C-NMR, IR spectroscopy and high-resolution mass spectrometry with electrospray ionization (ESI-HRMS).

show abstract

Section: Resultsmentioning

confidence: 64%

Section: Introductionmentioning

confidence: 99%