INVESTIGATION OF THE MULTICOMPONENT REACTION OF 5-HYDROXY-2-METHYL-4<i>H</i>-PYRAN-4-ONE WITH CARBONYL COMPOUNDS AND MELDRUM'S ACID

Authors

  • Andrey N. Komogortsev N. D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences
  • Boris V. Lichitsky N. D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences
  • Alexander D. Tretyakov N. D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences
  • Arkady A. Dudinov N. D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences
  • Michail M. Krayushkin N. D. Zelinsky Institute of Organic Chemistry Russian Academy of Sciences

DOI:

https://doi.org/10.1007/5287

Keywords:

arylglyoxals, 5-hydroxy-2-methyl-4H-pyran-4-one, Meldrum's acid, multicomponent reactions, spiro compounds.

Abstract

Herein, we report the studies of the multicomponent reaction of 5-hydroxy-2-methyl-4H-pyran-4-one with carbonyl compounds and Meldrum's acid. General methods for the synthesis of 6-methyl-3,4-dihydropyrano[3,2-b]pyran-2,8-diones, 3-(3-hydroxy-6-methyl-4-oxo-4H-pyran-2-yl)propanoic acid amides and esters, as well as 7-oxo-7H-furo[3,2-b]pyran-3-ylacetic acids were elaborated. An efficient synthesis of spiro-condensed dihydropyranones containing 5-hydroxy-2-methyl-4H-pyran-4-one fragment was developed.

Published

2019-09-17

Issue

Section

Original Papers