Abdelfettah Zerzouf , Hamza El Meslouhi , Moussa Salem , El Mokhtar Essassi , Marie-Louise Roumestant , Philippe Viallefont
{"title":"Synthèse et réactivité des dérivés de la 2,3-dihydro-3-hydroxy-2-phényl-1,5-benzothiazépin-4(5H)-one","authors":"Abdelfettah Zerzouf , Hamza El Meslouhi , Moussa Salem , El Mokhtar Essassi , Marie-Louise Roumestant , Philippe Viallefont","doi":"10.1016/S1387-1609(01)01301-9","DOIUrl":null,"url":null,"abstract":"<div><p>New 1,5-benzothiazepinone derivatives have been synthesized. The cycloaddition of benzylazide with 5-propargyl-1,5-benzothiazepinone <strong>7</strong> gave compounds <strong>9</strong> and <strong>10</strong>. The 1,5-benzothiazepinone <strong>8</strong> reacts with hydrazine to give 1,5-benzothiazepinone <strong>11,</strong> which gave in hot acetic acid compound <strong>12</strong>. The reaction of 3-chloro-1,5-benzothiazepinones <strong>13</strong>, <strong>14</strong> or <strong>15</strong> with nucleophiles in DMF afforded the 2-benzylidenebenzothiazin-3-ones <strong>16</strong> and <strong>17</strong>. The tosylate <strong>18</strong> gave the 1,5-benzothiazepinone <strong>19</strong> by reaction with N<sub>3</sub>TMS in the presence of CsF in DMF.</p></div>","PeriodicalId":100305,"journal":{"name":"Comptes Rendus de l'Académie des Sciences - Series IIC - Chemistry","volume":"4 12","pages":"Pages 925-931"},"PeriodicalIF":0.0000,"publicationDate":"2001-12-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1016/S1387-1609(01)01301-9","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Comptes Rendus de l'Académie des Sciences - Series IIC - Chemistry","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S1387160901013019","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
引用次数: 0
Abstract
New 1,5-benzothiazepinone derivatives have been synthesized. The cycloaddition of benzylazide with 5-propargyl-1,5-benzothiazepinone 7 gave compounds 9 and 10. The 1,5-benzothiazepinone 8 reacts with hydrazine to give 1,5-benzothiazepinone 11, which gave in hot acetic acid compound 12. The reaction of 3-chloro-1,5-benzothiazepinones 13, 14 or 15 with nucleophiles in DMF afforded the 2-benzylidenebenzothiazin-3-ones 16 and 17. The tosylate 18 gave the 1,5-benzothiazepinone 19 by reaction with N3TMS in the presence of CsF in DMF.
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