Topic
Benzopyran
About: Benzopyran is a research topic. Over the lifetime, 1889 publications have been published within this topic receiving 15235 citations.
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TL;DR: The solid-phase library construction of 2000 analogues of 6-amino-2,2-dimethyl-3,4,6-trisubstituted-2H-1-benzopyran analogues, obtained in good yields and high purity upon cleavage from the resins, were characterized by LC/MS, HRMS, and (13)C NMR spectroscopy.
Abstract: We report the solid-phase library construction of 2000 analogues of 6-amino-2,2-dimethyl-3,4,6-trisubstituted-2H-1-benzopyran. The polymer-bound hydroxyalkoxychromanes 5, produced by nucleophilic reactions with various alcohols on epoxides generated in situ, served as key intermediates for subsequent diversification. Further reactions on these hydroxyalkoxychromanes 5 with various electrophiles, such as alkyl halides and acid halides, produced the desired 6-amino-2,2-dimethyl-3,4,6-trisubstituted-2H-1-benzopyran analogues 9, 10, and 11. The progress of reactions could be monitored as solid-bound intermediates by ATR-FTIR or HR-MAS-NMR spectroscopy. The final compounds, obtained in good yields and high purity upon cleavage from the resins, were characterized by LC/MS, HRMS, (1)H NMR, and (13)C NMR spectroscopy.
30 citations
TL;DR: In this paper, the reaction of sulfene with 3-dialkylaminomethylene and 4-chromanone gave 1,4-cycloadducts which are derivatives of a new heterocyclic system, i.e., 5H-1,2-oxathiino[5,6-c][1]benzopyran.
30 citations
TL;DR: In this paper, an efficient two-step synthesis of indole-annulated dihydropyrano[3,4- c ]chromene derivatives was achieved via Knoevenagel condensation of O -propargylated salicylaldehyde derivatives with indolin-2-ones.
30 citations
TL;DR: A novel, rapid, and efficient synthesis of bicyclic pyrimidine nucleosides and benzopyran-4-ones through oxidation of homopropargyl alcohols and subsequent isomerization, intramolecular addition of enol to allenic ketone has been developed.
Abstract: A novel, rapid, and efficient synthesis of bicyclic pyrimidine nucleosides and benzopyran-4-ones through oxidation of homopropargyl alcohols and subsequent isomerization, intramolecular addition of enol to allenic ketone has been developed. This methodology provides an efficient and promising approach to the structurally and pharmaceutically interesting pyrano[2,3-d]pyrimidine-2,5-dione nucleoside and benzopyran-4-one derivatives.
30 citations
TL;DR: C-(4-oxo-4 H [1]benzopyran-3-yl)- N -phenylnitrones ( 1a-c ) undergo facile rearrangements on refluxing in benzene, yielding 2-( N -naphlamino)-4oxo4H [1]-benzophrin-3 carboxaldehydes ( 2a-C, 70%) and 3-(phenyliminomethylene)-chroman-2,4-diones ( 3a- c, 25%) in
30 citations