Novel pyrrole-annulated heterocyclic systems. Synthesis of 10H-pyrrolo[1,2-b][1,2,6]benzothiadiazocin-11(12H)-one 5,5-dioxide |
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Authors: | Roberto Di Santo Roberta Costi Marino Artico Silvio Massa |
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Abstract: | Intramolecular cyclization of 1-(2-aminophenylsulfonyl)-1H-pyrrole-2-acetic acid 5 gave 10H-pyirolo1,2-b]1,2,6]benzothiadiazocin-11(12H)-one 5,5-dioxide 4 , a novel heterocyclic system of pyrrolobenzothiadiazocine family. Compound 5 was obtained starting from 2-nitrobenzenesulfonyl chloride with ethyl 1H-pyrrole-2-(α-oxo)acetate, which were condensed to afford 1-(2-nitrophenylsulfonyl)-1H-pyrrole-2-(α-oxo)acetate 13 . Reduction of 13 gave the amino ester 7, which was hydrolyzed to the required aminoacid 5. The synthesis of 7-chloro-10H-pyrrolo1,2-b]1,2,6]benzothiadiazocin-11(12H)-one 5,5-dioxide 16 is also described. |
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