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Synthesis of Benzo[e][1,4,3]oxathiazin-3-one 1-Oxides from NH-S-(2-Hydroxyaryl)sulfoximines
The Journal of Organic Chemistry ( IF 3.6 ) Pub Date : 2024-05-14 , DOI: 10.1021/acs.joc.4c00712
Kiruthika Periasamy 1 , Pit van Bonn 1 , Runa Tschekorsky Orloff 1 , Nils Völcker 1 , Qiulan Lu 1 , Kari Rissanen 2 , Carsten Bolm 1
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Cyclizations of NH-S-(2-hydroxyaryl)sulfoximines with 1,1′-carbonyldiimidazol (CDI) give unprecedented benzo[e][1,4,3]oxathiazin-3-one 1-oxides in good yields. The standard synthetic protocol involves the use of DCE at an increased temperature for 16 h. Under mechanochemical conditions, a representative product was obtained without a solvent at ambient temperature in only 60 min. X-ray single-crystal structure analysis confirmed the molecular scaffold representing a three-dimensional heterocycle.

中文翻译:

NH-S-(2-羟基芳基)亚砜亚胺合成苯并[e][1,4,3]恶噻嗪-3-酮1-氧化物

N H- S -(2-羟基芳基)亚磺酰亚胺与 1,1'-羰基二咪唑 (CDI)环化得到前所未有的苯并[ e ][1,4,3]恶噻嗪-3-酮 1-氧化物,产率良好。标准合成方案涉及在升高的温度下使用 DCE 16 小时。在机械化学条件下,无需溶剂,在环境温度下仅需 60 分钟即可获得代表性产品。 X射线单晶结构分析证实了代表三维杂环的分子支架。
更新日期:2024-05-14
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