Reaction of 3-Thioformylindolizine(Thioaldehyde) with 1,2-and 1,4-Dimethylpyridinium Iodides

Abstract

Abstract: A series of 3-thioformylindolizines(thioaldehydes)were synthesized from 3-unsubstituted indolizines by the modified Vilsmeier reaction. The condensation reaction of these thioaldehydes with 1,2- and 1,4-dimethylpyridinium iodides in methanol solution in the presence of piperidine was investigated in detail, and the corresponding dimethine-cyanines dyes containing the indolizine ring were synthesized in excellent yields. The structures of them were established on the basis of their elemental analysis, IR, ¹H NMR and MS data. The fluorescence properties of these new compounds were studied in the solid state, and the results show that all of them have strong emission in the region above 400 nm, and may have potential application as luminescent materials.

Key words: 3-Thioformylindolizines(thioaldehydes), 1,2- or 1,4-Dimethylpyridinium iodides, Dimethine-cyanines, Fluorescence

CLC Number:

O621

TrendMD:

LIU Wei-Wei, OU Song, WANG Bing-Xiang, HU Hong-Wen. Reaction of 3-Thioformylindolizine(Thioaldehyde) with 1,2-and 1,4-Dimethylpyridinium Iodides[J]. Chem. J. Chinese Universities, 2004, 25(4): 667.

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Reaction of 3-Thioformylindolizine(Thioaldehyde) with 1,2-and 1,4-Dimethylpyridinium Iodides

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