1-(4-bromothiazol-2-yl)propan-1-one | 137310-04-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4-bromothiazol-2-yl)propan-1-one
• 英文别名: 1-(4-Bromo-1,3-thiazol-2-yl)propan-1-one
• CAS: 137310-04-4
• 化学式: C₆H₆BrNOS
• 分子量: 220.09
• InChiKey: COEKTDUEXSVIRT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  58.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(4-bromothiazol-2-yl)propan-1-one 、 联硼酸频那醇酯 在 tris-(dibenzylideneacetone)dipalladium(0) 、 potassium acetate 、 2-(二环己基膦基)联苯 作用下， 以 1,4-二氧六环 为溶剂， 生成
  参考文献：
  名称：

  Highly Efficient Borylation Suzuki Coupling Process for 4-Bromo-2-ketothiazoles: Straightforward Access to Micrococcinate and Saramycetate Esters

  摘要：

  The first palladium-catalyzed borylation of 4-bromo-2-ketothiazoles followed by a Suzuki cross-coupling reaction with haloheteroaromatics using Buchwaid's Cy-JohnPhos and XPhos ligands is reported. The methodology has allowed the fast preparation of highly valuable 4-pyridinyl- and 4-thiazolyl-2-ketothiazoles as common subunits of thiopeptide antibiotics. As direct applications, novel concise syntheses of a sulfomycinamate thio-analogue as well as micrococcinate and saramycetate esters are described.

  DOI：

  10.1021/ol901525t
• 作为产物：
  描述：

  1-(4-Bromo-thiazol-2-yl)-propan-1-ol 在 jones reagent 作用下， 以67%的产率得到1-(4-bromothiazol-2-yl)propan-1-one
  参考文献：
  名称：

  Synthesis of micrococcinic acid

  摘要：

  DOI：

  10.1016/s0040-4039(00)92144-0

文献信息

• Highly Efficient Borylation Suzuki Coupling Process for 4-Bromo-2-ketothiazoles: Straightforward Access to Micrococcinate and Saramycetate Esters
  作者：Thibaut Martin、Claire Laguerre、Christophe Hoarau、Francis Marsais

  DOI：10.1021/ol901525t

  日期：2009.8.20

  The first palladium-catalyzed borylation of 4-bromo-2-ketothiazoles followed by a Suzuki cross-coupling reaction with haloheteroaromatics using Buchwaid's Cy-JohnPhos and XPhos ligands is reported. The methodology has allowed the fast preparation of highly valuable 4-pyridinyl- and 4-thiazolyl-2-ketothiazoles as common subunits of thiopeptide antibiotics. As direct applications, novel concise syntheses of a sulfomycinamate thio-analogue as well as micrococcinate and saramycetate esters are described.
• Synthesis of micrococcinic acid
  作者：T. Ross Kelly、Christopher T. Jagoe、Zhengxiang Gu

  DOI：10.1016/s0040-4039(00)92144-0

  日期：1991.1