DOI

For the first time, the literature data on the methods of synthesis and reactivity of 3-(1--alkynyl)chromones are summarized and systematized. The main method of obtaining these compounds is the Sonogashira cross-coupling reaction of 3-halogenchromones with terminal acetylenes, and the most important chemical properties are transformation into furans, reactions with dinucleophiles, ambiphilic [4+2]- and [4+3]-cyclizations, as well as dimerization processes and mixed condensation of 2-methyl-3-(1-alkynyl)chromones due to the vinylogous methyl group. With the exception of oxacyclization to furans, chemical transformations of 3-(1-alkynyl)chromones are accompanied by recyclization of the pyrone ring, in which not only the carbonyl group, but also the triple bond can take part. This significantly increases the synthetic significance of these compounds and ensures the production of more complex heterocyclic systems on their basis. The mechanisms of the reactions are discussed, the conditions for their implementation and the yields of the resulting products are indicated.
Translated title of the contributionSynthesis and reactivity of 3-(1-alkynyl)chromones
Original languageRussian
Pages (from-to)511-527
Number of pages17
JournalУспехи химии
Volume90
Issue number4
DOIs
Publication statusPublished - 2021

    Research areas

  • HIGHLY SUBSTITUTED FURANS, TANDEM REACTION, STEREOSPECIFIC SYNTHESIS, COMBINATORIAL SYNTHESIS, EFFICIENT CONSTRUCTION, PRIVILEGED SCAFFOLD, DRUG DISCOVERY, CHROMONES, CHEMISTRY, ENYNONES

    Level of Research Output

  • VAK List
  • Russian Science Citation Index

    GRNTI

  • 31.00.00 CHEMISTRY

ID: 21193119