Dithiocarbonic acid S-benzothiazol-2-ylmethyl ester O-ethyl ester | 201673-20-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: Dithiocarbonic acid S-benzothiazol-2-ylmethyl ester O-ethyl ester
• 英文别名: O-ethyl 1,3-benzothiazol-2-ylmethylsulfanylmethanethioate
• CAS: 201673-20-3
• 化学式: C₁₁H₁₁NOS₃
• 分子量: 269.412
• InChiKey: HUOATGZBDDPUTH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  108
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  Dithiocarbonic acid S-benzothiazol-2-ylmethyl ester O-ethyl ester 在 过氧化双月桂酰 作用下， 以 1,2-二氯乙烷 、 异丙醇 为溶剂， 生成 2-[4-(4,4,5,5-Tetramethyl-[1,3,2]dioxaborolan-2-yl)-butyl]-benzothiazole
  参考文献：
  名称：

  摘要：

  The radical addition of various xanthates to allyl or vinyl boronates occurs smoothly in the presence of a small amount of lauroyl peroxide as initiator to give good yields of usefully functionalised boronates.

  DOI：

  10.1039/b109637k
• 作为产物：
  描述：

  2-氯甲基-1,3-苯并噻唑 、 potassium ethyl xanthogenate 以 丙酮 为溶剂， 生成 Dithiocarbonic acid S-benzothiazol-2-ylmethyl ester O-ethyl ester
  参考文献：
  名称：

  四唑甲基和相关基团：方便地获得四唑和其他杂环衍生物

  摘要：

  通过使用黄原酸酯转移技术将5-四唑甲基自由基加到各种末端烯烃中，可以简单地引入四唑单元；相同的原理可以应用于其他杂环体系，例如咪唑和苯并噻唑。©1997 Elsevier ScienceLtd。保留所有权利。

  DOI：

  10.1016/s0040-4039(97)10457-9

文献信息

• A flexible strategy for the divergent modification of pleuromutilin
  作者：Eric Bacqué、François Pautrat、Samir Z. Zard

  DOI：10.1039/b206568a

  日期：——

  The complex antibacterial natural product, pleuromutilin, can be directly modified by the radical addition reaction of various xanthates to the unactivated terminal olefin present on C-12.

  复杂的抗菌天然产物普鲁莫缇林，可以通过不同黄硫酸盐与C-12上未活化的末端烯烃的自由基加成反应直接修饰。
• Efficient synthesis of 5-substituted thiazolidin-2-ones from xanthates and tert-butyl N-allylcarbamates
  作者：Zhongyan Huang、Jiaxi Xu

  DOI：10.1016/j.tet.2013.10.031

  日期：2013.12

  A series of 5-substituted thiazolidin-2-ones with various functional groups was synthesized efficiently via a radical addition of xanthates and tert-butyl N-allylcarbamates and subsequent 88% HCO2H-catalyzed cyclization. The mechanism of the acid-catalyzed cyclization was proposed as well. (C) 2013 Elsevier Ltd. All rights reserved.
• Tin-Free Radical Sequences under Acidic Conditions. Convergent Access to Azole-Containing Structures
  作者：Fabien Gagosz、Samir Z. Zard

  DOI：10.1021/ol0270024

  日期：2002.11.1

  graphicVarious xanthates add efficiently to olefins bearing [1,2,4]triazole, imidazole, or benzimidazole moieties in the presence of camphorsulfonic acid via a radical chain reaction initiated by a small amount of lauroyl peroxide. The adducts may be transformed to more complex molecules by implementing a further radical cyclization.
• The Tetrazolylmethyl and Related Radicals: A Convenient Access to Tetrazoles and Other Heterocyclic Derivatives
  作者：Thibaud Biadatti、Béatrice Quiclet-Sire、Jean-Baptiste Saunier、Samir Z Zard

  DOI：10.1016/s0040-4039(97)10457-9

  日期：1998.1

  The tetrazole unit can be simply introduced by addition of the 5-tetrazolmethyl radical to a variety of terminal olefins using the xanthate transfer technology; the same principle can be applied to other heterocyclic systems such as imidazoles and benzothiazoles. © 1997 Elsevier Science Ltd. All rights reserved.

  通过使用黄原酸酯转移技术将5-四唑甲基自由基加到各种末端烯烃中，可以简单地引入四唑单元；相同的原理可以应用于其他杂环体系，例如咪唑和苯并噻唑。©1997 Elsevier ScienceLtd。保留所有权利。
• ——
  作者：Heraclio Lopez-Ruiz、Samir Z. Zard

  DOI：10.1039/b109637k

  日期：2001.12.19

  The radical addition of various xanthates to allyl or vinyl boronates occurs smoothly in the presence of a small amount of lauroyl peroxide as initiator to give good yields of usefully functionalised boronates.