Abstract

The title compound, C24H24FNO3S, is an inter-mediate in the synthesis of fluorine containing iso-quinoline alkaloids, which crystallizes in the triclinic space group P with one mol-ecule in the asymmetric unit. The structure presents a racemic mixture of enanti-omers. The C-S-C-C torsion angle between the benzene ring system and the sulfonyl benzene ring is -178.5 (1)°. In the crystal, N-H⋯O hydrogen bonds between neighbouring mol-ecules form chains of mol-ecules along the a-axis direction.

Highlights

  • The title compound, C24H24FNO3S, is an intermediate in the synthesis of fluorine containing isoquinoline alkaloids, which crystallizes in the triclinic space group P1 with one molecule in the asymmetric unit

  • Some examples are the recently reported thiochroman4-one derivatives (Vargas et al, 2017), in which structure–activity relationships have been studied and it has been found that the vinyl sulfone and fluorine moieties play important roles in the biological activity of the molecules (Fig. 1)

  • Continuing our interest in developing new sulfur- and fluorine-containing C17 S1 C7 C1biologically active alkaloids, we report here the synthesis and characterization of the title compound (Fig. 2) as a racemic mixture

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Summary

Structure description

Sulfur- and fluorine-containing molecules play important roles in medicinal chemistry. Sulfur-containing compounds often show a variety of biological activities and serve important functions in applications in the pharmaceutical industry (Bernardi et al, 1985). A variety of sulfur-containing molecules have been isolated from natural sources and play major roles in drug discovery and development. Some examples are the recently reported thiochroman4-one derivatives (Vargas et al, 2017), in which structure–activity relationships have been studied and it has been found that the vinyl sulfone and fluorine moieties play important roles in the biological activity of the molecules (Fig. 1). Continuing our interest in developing new sulfur- and fluorine-containing C17 S1 C7 C1biologically active alkaloids, we report here the synthesis and characterization of the title compound (Fig. 2) as a racemic mixture. N—HÁ Á ÁO hydrogen bonds between neighbouring molecules form chains of molecules along the a-axis direction (Table 1; Fig. 3)

Synthesis and crystallization
DÁ Á ÁA
Absorption correction
Data collection
Special details
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