Synthesis of 1,2,4-benzothiadiazines via readily generated iminium ions

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dc.contributor.authorAlo, B.I.
dc.contributor.authorAdegoke, E.A.
dc.contributor.authorLigali-Ali, M.
dc.contributor.authorAdesogan, E.K.
dc.date.accessioned2019-08-30T08:22:30Z
dc.date.available2019-08-30T08:22:30Z
dc.date.issued1986
dc.description.abstractA general method for the regiospecific synthesis of 1,2,4-benzothiadiazines, which are powerful diuretics and antihypertensive agents, has been developed. The N-arysulphonylprolyl chlorides (5)–(7) reacted instantaneously with silver trifluoromethanesulphonate at room temperature to give the iminium salts (9)–(11) which provided the nitroamines (13)–(15) in quantitative yield. Reductive cyclisation of the nitroamines led to the tetrahydro-1H-pyrrolo[1,2-b][1,2,4]benzothiadiazine 5,5-dioxides (17)–(20) in very good yields. No optimisation of yields was attempted. Efficient methods for the synthesis of some new substituted N-(nitrobenzenesulphonyl)-pyrrolidinecarboxylic acids (1)–(4), which were not readily available, are also described.en_US
dc.identifier.citationAlo, B. I., Adegoke, E. A., Ligali-Ali, M., & Adesogan, E. K. (1986). Synthesis of 1, 2, 4-benzothiadiazines via readily generated iminium ions. Journal of the Chemical Society, Perkin Transactions 1, 805-808.en_US
dc.identifier.urihttps://ir.unilag.edu.ng/handle/123456789/4892
dc.language.isoenen_US
dc.publisherJournal of the Chemical Societyen_US
dc.subjectResearch Subject Categories::NATURAL SCIENCES::Chemistry::Organic chemistryen_US
dc.subjectsynthesisen_US
dc.subjectdiureticsen_US
dc.subjectantihypertensiveen_US
dc.subjectN-(nitrobenzenesulphonyl)-pyrrolidinecarboxylic acids (1)–(4)en_US
dc.titleSynthesis of 1,2,4-benzothiadiazines via readily generated iminium ionsen_US
dc.typeArticleen_US
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