Six-Membered Ring Systems: With O and/or S Atoms Book Chapter uri icon


  • In 2013, a large variety of publications dedicated to the synthesis 0- and S-6-membered heterocycles emerged, with special emphasis on the synthesis of natural oxygen derivatives. The importance of microwave irradiation in the synthesis of 0 - 6- membered compounds (14SC3047), the synthesis of several of their natural derivatives or key intermediates in a gram-scale fashion covering the literature from the twenty-first century (14NPR419), the isolation, synthesis and structural elucidation of the natural tetrahydropyran amphidinol 3 (14NPR468) and the chemistry of the secondary metabolite silybin , a 2-aryl-4H-chroman-4-one, were reviewed (14NPR1138).An overview of the natural occurrence, synthesis and biological properties of chromones (14CR4960), synthesis and structure-activity relationship of antileishmanial phenolic natural and synthetic flavonoids, isoflavones, coumarins and xanthones (14CR1 0369), the synthesis of natural products and natural-productlike compounds based on chroman-type structures (14SL1953) and the natural occurrence and synthesis of chromenes, coumarins and fused chromene-type cmnpounds as well as the application of dihydrobenzo[h] chromenes in the construction of various synthetic organic compounds (14CR 1 0476) have also been surveyed.
  • The synthesis of O- and S-6-membered heterocycles was actively pursued in 2015. Special emphasis is given to the synthesis of natural oxygen derivatives. The chemistry of -oxoesters in the synthesis of O-, S-, and S,Oheterocycles (15CR151) and of copper-catalyzed C‒H functionalization reactions to prepare O-heterocycles has been discussed (15CR1622). Reviews on natural occurrence and biological properties of xanthone dimers (15NPR6); natural occurrence, synthesis, and biological activities of dihydrocoumarins (15OPP1); synthesis and structure–activity relationship of natural and synthetic peloruside analogs (15CC4750) and of coumarin derivatives (15EJM(101)476, 15NPR1472); and synthesis and bioactivities of 1,4-benzodioxane lignans (15NPR1369) and of chroman-4-ones (15EJM(93)539) have appeared. The synthesis and reactivity of 6-(trifluoromethyl)-2H-pyran-2-ones (15JFC36) and of furochromen- 4-ones (15EJM(90)633); synthesis and physical properties of π-expanded coumarins (15JMCC1421); and isolation, biosynthesis, synthesis, and biological activities of naphthopyranones (15NPR578) were also reviewed. An overview on unconventional terpene cyclases and their impact on biomimetic biosynthesis of terpenoids bearing pyran and chroman moieties (15AGE2604) and the chemical features, synthesis, and biological properties of mangiferin and derivatives have appeared (15MRMC582). The background and implications of natural antimalarial artemisinin in traditional Chinese medicine (15NPR1617) as well as its synthesis, biosynthesis and large-scale production (15NPR359) have been highlighted.

publication date

  • 2015