1-(4-(quinolin-2-yl)thiazol-2-yl)propan-1-one | 1180844-67-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 1-(4-(quinolin-2-yl)thiazol-2-yl)propan-1-one
• 英文别名: 1-(4-Quinolin-2-yl-1,3-thiazol-2-yl)propan-1-one；1-(4-quinolin-2-yl-1,3-thiazol-2-yl)propan-1-one
• CAS: 1180844-67-0
• 化学式: C₁₅H₁₂N₂OS
• 分子量: 268.339
• InChiKey: DFVMFBYFEYMFGM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-氯喹啉 、 在 potassium phosphate 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 12.0h， 以178 mg的产率得到1-(4-(quinolin-2-yl)thiazol-2-yl)propan-1-one
  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

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.