benzo[d]thiazol-2-yl(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methanone | 1396341-76-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并二恶烷
• 英文名称: benzo[d]thiazol-2-yl(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methanone
• CAS: 1396341-76-6
• 化学式: C₁₆H₁₁NO₃S
• 分子量: 297.334
• InChiKey: ZAPBOUXIQKHUIQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  21.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  48.42
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  2-氨基苯硫醇 在 碘 、 potassium hydroxide 作用下， 以 水 、 二甲基亚砜 为溶剂， 生成 benzo[d]thiazol-2-yl(2,3-dihydrobenzo[b][1,4]dioxin-6-yl)methanone
  参考文献：
  名称：

  Design and Synthesis of 2-Acylbenzothiazoles via In Situ Cross-Trapping Strategy from Benzothiazoles with Aryl Ketones

  摘要：

  An I-2/KOH synergistically promoted direct ring-opening aroylation of benzothiazoles with aryl ketones has been discovered. Aryl ketones were seen to act as carbonyl sources to construct 2-acylbenzothiazoles. This reaction could provide an example for the convergent integration of self-labor domino sequences based on an in situ cross-trapping strategy.

  DOI：

  10.1021/jo302754c

文献信息

• I2 promoted domino oxidative cyclization for one-pot synthesis of 2-acylbenzothiazoles via metal-free sp3 C–H functionalization
  作者：Yan-Ping Zhu、Mi Lian、Feng-Cheng Jia、Mei-Cai Liu、Jing-Jing Yuan、Qing-He Gao、An-Xin Wu

  DOI：10.1039/c2cc34561g

  日期：——

  An I(2) promoted domino protocol was developed to construct 2-acylbenzothiazoles from simple and readily available aromatic ketones/unsaturated methyl ketones and o-aminobenzenethiols. The reaction proceeded smoothly under metal-free and peroxide-free conditions.

  一个I（2）促进多米诺协议被开发，构建从简单的2 acylbenzothiazoles和容易获得的芳族酮/不饱和的甲基酮和邻 - aminobenzenethiols。该反应的金属和无过氧化物的条件下顺利进行。
• A Novel Self-Sequence Reaction Network Involving a Set of Six Reactions in One Pot: The Synthesis of Substituted Benzothiazoles from Aromatic Ketones and Anilines
  作者：Wei-Jian Xue、Ya-Qiong Guo、Fang-Fang Gao、Hong-Zheng Li、An-Xin Wu

  DOI：10.1021/ol400029t

  日期：2013.2.15

  and readily available aromatic ketones and anilines as starting materials resulted in the construction of 2-acylbenzothiazoles via a novel self-sequence reaction network, which assembles six reactions in one pot. The reaction network not only supplied a novel method for constructing complex molecules but also provided a typical example for logical self-organization synthesis.

  使用简单易得的芳香族酮和苯胺作为起始原料，可以通过一个新颖的自序反应网络构建2-酰基苯并噻唑，该网络在一个罐中组装六个反应。该反应网络不仅为构建复杂分子提供了一种新颖的方法，而且为逻辑自组织合成提供了一个典型的例子。