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  • Syntheses of 1,4-Benzothiazepines and 1,4-Benzoxazepines viaCyclizations of1-[2-Arylthio(oxy)ethyl]-5-benzotriazolyl-2-pyrrolidinones and3-Benzotriazolyl-2-[2-arylthio(oxy)ethyl]-1-isoindolinones
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  • 1-[2-Arylthio(oxy)ethyl]-5-benzotriazolyl-2-pyrrolidinones 6a−e, 12 and 3-benzotriazolyl-2-[2-arylthio(oxy)ethyl]-1-isoindolinones 9a−f, 14 are readily available from reactions of benzotriazole (4),2-(arylsulfanyl)ethylamines 3, or 2-phenoxyethylamine (11) with 2,5-dimethoxy-2,5-dihydrofuran(5) or 2-formylbenzoic acid (8). Lewis acid mediated cyclizations of 6 and 9 produced novel 1,4-benzothiazepines 7a−e and 10a−f, respectively. Cyclizations of 12 and 14 gave 1,4-benzoxazepines13 and 15, respectively.
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