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Studies of heterocyclic compounds. Part VII. Thioformylindolizines
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1970
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Combinatorial ChemistryVilsmeier ReactionHeterocyclicHeterocyclic CompoundsOrganic ChemistrySodium Hydrogen SulphideChemistryHeterocycle ChemistryPharmacologySynthetic ChemistrySpectral Data
1- and 3-Thioformylindolizines, a class of stable heterocyclic thioaldehydes, have been synthesised by a novel variation of the Vilsmeier reaction. They have also been obtained, in lower yield, by thionation of 1- and 3-formyl-indolizines, and by solvolysis of 3-ethoxymethylene-3H-indolizinium salts with sodium hydrogen sulphide. U.v. and 1H n.m.r. spectral data of the thioaldehydes are discussed.