| 1428878-85-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• CAS: 1428878-85-6
• 化学式: C₁₄H₁₂OS₃
• 分子量: 292.447
• InChiKey: ARBPQPZJLXKASJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.91
• 重原子数：
  18.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  在 对甲苯磺酰叠氮 、 三乙胺 作用下， 反应 0.17h， 以80%的产率得到5-benzylsulfanyl-4-(2-thienoyl)-1,2,3-thiadiazole
  参考文献：
  名称：

  Eco-efficient, regioselective and rapid access to 4,5-disubstituted 1,2,3-thiadiazoles via [3 + 2] cycloaddition of α-enolicdithioesters with tosyl azide under solvent-free conditions

  摘要：

  通过 α 的 [3 + 2] 环加成，实现了迄今为止未报道的 4-芳酰基/杂酰基/烷酰基-5-烷基/烯丙基/苄基硫基-1,2,3-噻二唑的高效、可持续和区域选择性一锅法合成-烯醇二硫酯与甲苯磺酰叠氮通过级联 1–2 (S–N) 和 3–4 (C–N) 键连接，涉及 Wolff 型杂环化。最理想的是，当α-烯醇二硫酯和甲苯磺酰叠氮化物的混合物在无溶剂条件下、Et3N存在下于0℃搅拌时，反应非常快并在2-15分钟内完成。此外，不需要助催化剂或活化剂。生态相容性、温和的条件、优异的产量、易于纯化和避免昂贵/有毒试剂是该协议获得这种医学上特权子结构的优点。

  DOI：

  10.1039/c3gc37047j

文献信息

• Visible light promoted synthesis of disubstituted 1,2,3-thiadiazoles
  作者：Vishal SRIVASTAVA、Pravin K. SINGH、Praveen P. SINGH

  DOI：10.33224/rrch.2020.65.3.01

  日期：——

  A novel one-pot visible light irradiated synthesis of disubstituted 1,2,3-thiadiazole from alpha-enolicdithioesters with tosyl azide have been reported. The reaction completed within 12-20 minutes, at room temperature, when a mixture of alpha-enolicdithioester and tosyl azide undergo photocatalysed reaction under solvent-free conditions. Furthermore, no co-catalyst or activator is necessary. This protocol includes eco-compatibility, mild conditions, excellent yields, easy purification, and avoidance of expensive/toxic reagents to synthesise organic compounds of medicinal importance, which fulfils the basic principle of green chemistry.
• Easy access to α-hydroxyimino-β-oxodithioesters and application towards the synthesis of diverse 1,4-thiazine-3-ones via reduction/annulation cascade
  作者：Anugula Nagaraju、Gaurav Shukla、Abhijeet Srivastava、B. Janaki Ramulu、Girijesh Kumar Verma、Keshav Raghuvanshi、Maya Shankar Singh

  DOI：10.1016/j.tet.2014.03.097

  日期：2014.6

  An operationally simple and facile synthesis of alpha-hydroxyimino-beta-oxodithioesters has been achieved by nitrosation of alpha-enolicdithioesters. They were further treated with internal alkynes to afford diverse 1,4-thiazin-3-ones via domino reduction/annulation strategy under mild reaction conditions. Importantly, this is the first straightforward entry to highly functionalized 1,4-thiazin-3-one derivatives from simple starting materials. (C) 2014 Elsevier Ltd. All rights reserved.