3-Naphthalen-1-yl-2H-benzo[1,2,4]thiadiazine 1,1-dioxide | 18818-46-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻二嗪
• 英文名称: 3-Naphthalen-1-yl-2H-benzo[1,2,4]thiadiazine 1,1-dioxide
• CAS: 18818-46-7
• 化学式: C₁₇H₁₂N₂O₂S
• 分子量: 308.36
• InChiKey: VCSCIIJSVHOMGZ-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  3-Naphthalen-1-yl-2H-benzo[1,2,4]thiadiazine 1,1-dioxide 、 碳酸亚乙烯酯 在 [ruthenium(II)(η⁶-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]₂ 、 双三氟甲烷磺酰亚胺银盐 作用下， 以 1,2-二氯乙烷 为溶剂， 以63 %的产率得到benzo[h]benzo[5,6][1,2,4]thiadiazino[3,2-a]isoquinoline 10,10-dioxide
  参考文献：
  名称：

  通过过渡金属催化的 C—H 活化/成环衍生苯并噻二嗪-1,1-二氧化物支架

  摘要：

  1,1-二氧化苯并噻二嗪支架是具有广泛用途和应用的生物活性框架。报道了通过过渡金属催化的CH活化/环化合成苯并噻二嗪稠合异喹啉衍生物和螺环苯并噻二嗪衍生物。以3-苯基-2H-苯并噻二嗪-1,1-二氧化物为反应底物，碳酸亚乙烯酯和4-二氮杂吡唑酮分别为偶联剂。该策略提供了以高效且简单的方式直接获取复杂的N-杂环的方法。

  DOI：

  10.1002/cjoc.202300095
• 作为产物：
  描述：

  1-萘甲醇 、 邻氨基苯磺酰胺 在 1,4-bis(4'-pyridyl-1'-pyridinio)phthalazine dichloride 作用下， 以 乙醇 、 水 、 乙腈 为溶剂， 以80 %的产率得到3-Naphthalen-1-yl-2H-benzo[1,2,4]thiadiazine 1,1-dioxide
  参考文献：
  名称：

  One‐pot Tandem Synthesis and Spontaneous Product Separation of N‐heterocycles based on Bifunctional Small‐molecule Photocatalyst

  摘要：

  Homogeneous and heterogeneous reactions wherein the resulting products remain dissolved in solvents generally require complicated separation and purification process, despite the advantage of heterogeneous systems allowing retrieval of catalysts. Herein, we have developed an efficient approach for the one‐pot tandem synthesis of quinazolines, quinazolinones and benzothiadiazine 1,1‐dioxides from alcohols and amines utilizing a bifunctional bipyridinium photocatalyst with redox and Lewis acid sites using air as an oxidant. Through solvent‐modulation strategy, the photocatalytic system exhibits high performance and enables most products to separate spontaneously. Consequently, the homogeneous catalyst can be reused by direct centrifugation isolation of the products. Notably, the method is also applicable to the less active substrates, such as heterocyclic alcohols and aliphatic alcohols, and thus provides an efficient and environmentally friendly photocatalytic route with spontaneous separation of N‐heterocycles to reduce production costs and meet the needs of atomic economy and green chemistry.

  DOI：

  10.1002/cssc.202301495