Reactions of 6-methoxy-1,2,3,4-tetrahydro-β-carbolin-1-ones and their dichlorophosphoryl-substituted derivatives with acetic anhydride
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2-Benzyl-, 9-benzyl-, and 2,9-dibenzyl-6-methoxy-1,2,3,4-tetrahydro-β-carbolin-1-ones were synthesized. It is shown that 6-methoxy-1,2,3,4-tetrahydro-β-carbolin-1-one and its 2- and 9-monobenzyl-substituted derivatives react with phosphorus oxychloride to give dichlorophosphoryl derivatives in which the dichlorophosphoryl residue enters into the composition of the cation and is bonded to the oxygen in the 1 position or (in the case of the pyrrole-nitrogen-unsubstituted compounds) the nitrogen atom in the 9 position. The possibility of acetylation of the dichlorophosphoryl compounds in the 5 position with acetic anhydride under mild conditions to give high yields of products was observed. The regularities in the mass spectra and PMR spectra of the β-carbolinone derivatives were exposed.
KeywordsOxygen Nitrogen Acetic Phosphorus Mass Spectrum
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