3-(naphthalen-1-yl)benzo[d]isothiazole | 117402-59-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3-(naphthalen-1-yl)benzo[d]isothiazole
• 英文别名: 3-Naphthalen-1-yl-1,2-benzothiazole
• CAS: 117402-59-2
• 化学式: C₁₇H₁₁NS
• 分子量: 261.347
• InChiKey: CDCCJBJDQVLOMA-UHFFFAOYSA-N

物化性质

• 熔点：
  112-113 °C(Solv: methanol (67-56-1))
• 沸点：
  366.5±30.0 °C(Predicted)
• 密度：
  1.270±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  41.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (tert-butylsulfinyl)benzene 在 N-溴代丁二酰亚胺(NBS) 、 正丁基锂 、 溶剂黄146 作用下， 以 正己烷 、 二氯甲烷 为溶剂， 反应 1.17h， 生成 3-(naphthalen-1-yl)benzo[d]isothiazole
  参考文献：
  名称：

  Synthesis of 3-Substituted Aryl[4,5]isothiazoles through an All-Heteroatom Wittig-Equivalent Process

  摘要：

  Extending the previous use of tert-butyl sulfoxide as the sulfinyl source, intramolecular sulfinylation of sulfonamides was successfully performed. The resulting sulfinimides were not isolated and instead were believed to go through an all-heteroatom Wittig-equivalent process to eventually afford aryl[4,5]isothiazoles in high yields.

  DOI：

  10.1021/acs.orglett.6b01338

文献信息

• Preparation of Thioanisole Biscarbanion and C–H Lithiation/Annulation Reactions for the Access of Five-Membered Heterocycles
  作者：Ranran Zhu、Zheyuan Liu、Jie Chen、Xiaoyu Xiong、Yuntao Wang、Lin Huang、Jinshan Bai、Yanfeng Dang、Jianhui Huang

  DOI：10.1021/acs.orglett.8b00850

  日期：2018.6.1

  The synthesis, isolation, and X-ray structure of a thioanisole-based trilithium complex are reported. On the basis of the double-lithiation strategy, two novel synthetic methodologies have been developed under mild reaction conditions (room temperature): (1) reactions of lithiated thioanisoles with nitriles give benzoisothiazoles via a [3 + 2]-type of approach with two new bond formations and (2) formation

  报道了基于硫代苯甲醚的三锂配合物的合成，分离和X射线结构。在双重锂化策略的基础上，在温和的反应条件（室温）下开发了两种新颖的合成方法：（1）锂硫代苯甲醚与腈的反应通过[3 + 2]型方法得到苯并异噻唑，其中两种新的键形成和（2）通过[4 +1]模式由硫代苯甲醚和酰胺形成苯并噻吩，形成4个新的化学键。
• Bryce, Martin R.; Dransfield, Trevor A.; Kandeel, Kamal A., Journal of the Chemical Society. Perkin transactions I, 1988, p. 2141 - 2144
  作者：Bryce, Martin R.、Dransfield, Trevor A.、Kandeel, Kamal A.、Vernon, John M.

  DOI：——

  日期：——
• BRYCE, MARTIN R.;DRANSFIELD, TREVOR A.;KANDEEL, KAMAL A.;VERNON, JOHN M., J. CHEM. SOC. PERKIN TRANS. PT 1,(1988) N 8, C. 2141-2144
  作者：BRYCE, MARTIN R.、DRANSFIELD, TREVOR A.、KANDEEL, KAMAL A.、VERNON, JOHN M.

  DOI：——

  日期：——
• Synthesis of 3-Substituted Aryl[4,5]isothiazoles through an All-Heteroatom Wittig-Equivalent Process
  作者：Fanghui Xu、Yuan Chen、Erkang Fan、Zhihua Sun

  DOI：10.1021/acs.orglett.6b01338

  日期：2016.6.3

  Extending the previous use of tert-butyl sulfoxide as the sulfinyl source, intramolecular sulfinylation of sulfonamides was successfully performed. The resulting sulfinimides were not isolated and instead were believed to go through an all-heteroatom Wittig-equivalent process to eventually afford aryl[4,5]isothiazoles in high yields.