2-(benzofuran-2-yl)-5-phenyloxazole | 1309868-11-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(benzofuran-2-yl)-5-phenyloxazole
• 英文别名: 2-(1-Benzofuran-2-yl)-5-phenyl-1,3-oxazole；2-(1-benzofuran-2-yl)-5-phenyl-1,3-oxazole
• CAS: 1309868-11-8
• 化学式: C₁₇H₁₁NO₂
• 分子量: 261.28
• InChiKey: BIBNXSDVDCYOJX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (E)-N-styrylbenzofuran-2-carboxamide 在 烟酸甲酯 、 四丁基溴化铵 、 过氧二硫酸 、 copper(ll) bromide 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以30%的产率得到2-(benzofuran-2-yl)-5-phenyloxazole
  参考文献：
  名称：

  Rhodium(III)-Catalyzed Cross-Coupling of Alkenylboronic Acids and N-Pivaloyloxylamides

  摘要：

  Rh(III)-catalyzed umpolung amidation of alkenylboronic acids for the synthesis of enamides is reported. This reaction proceeds readily at room temperature and displays an extremely wide spectrum of functional group tolerance. With cooperation of hydroboration, it enables the formal anti-Markovnikov hydroamidation of terminal alkynes, stereospecifically affording the trans-enamides in excellent yields.

  DOI：

  10.1021/ol501309e

文献信息

• <scp>Rh‐Catalyzed</scp> Formal [3+2] Cyclization for the Synthesis of <scp>5‐Aryl</scp> ‐2‐(quinolin‐2‐yl)oxazoles and Its Applications in Metal Ions Probes
  作者：Tongtong Zhou、Xinwei He、Youpeng Zuo、Yuhao Wu、Wangcheng Hu、Shiwen Zhang、Jiahui Duan、Yongjia Shang

  DOI：10.1002/cjoc.202000454

  日期：2021.3

  efficient strategy for the synthesis of 5‐aryl‐2‐(quinolin‐2‐yl)oxazoles via rhodium‐catalyzed formal [3+2] cyclization of 4‐aryl‐1‐tosyl‐1H‐1,2,3‐triazoles with quinoline‐2‐carbaldehydes has been described. The protocol employs mild conditions and offers good yields of diverse 2,5‐aryloxazole derivatives with a broad reaction scope. It is amenable to gram‐scale synthesis and easily transformation.

  通过铑催化4-芳基-1-甲苯磺酰基-1 H 1,2的正式[3 + 2]环化反应，合成5-芳基-2-（喹啉-2-基）恶唑的简便有效方法，已经描述了3-三唑与喹啉-2-甲醛。该方案采用温和的条件，并具有良好的反应范围，可提供各种2,5-芳基恶唑衍生物的良好收率。它适用于克级合成和轻松转换。此外，这种5-芳基-2-（喹啉-2-基）恶唑骨架确实是一种新的荧光团，并且还研究了其在金属离子探针中的应用，并显示了对汞离子的荧光响应。
• One-pot synthesis of benzofused heteroaryl azoles <i>via</i> tandem C-heteroatom coupling/C–H activation of azoles
  作者：Xurong Qin、Xuefeng Cong、Dongbing Zhao、Jingsong You、Jingbo Lan

  DOI：10.1039/c1cc10572h

  日期：——

  The Cu(I) or Pd(II)-catalyzed cross-couplings of gem-dihaloolefins with azoles via tandem C-heteroatom coupling/C-H activation for the preparation of benzofused heteroaryl azoles have been developed.

  已经开发了通过串联C-杂原子偶联/ CH活化的Cu（I）或Pd（II）催化的宝石二卤代烯烃与唑的交叉偶联，用于制备苯并稠合的杂芳基唑。
• Rhodium(III)-Catalyzed Cross-Coupling of Alkenylboronic Acids and <i>N</i>-Pivaloyloxylamides
  作者：Chao Feng、Teck-Peng Loh

  DOI：10.1021/ol501309e

  日期：2014.7.3

  Rh(III)-catalyzed umpolung amidation of alkenylboronic acids for the synthesis of enamides is reported. This reaction proceeds readily at room temperature and displays an extremely wide spectrum of functional group tolerance. With cooperation of hydroboration, it enables the formal anti-Markovnikov hydroamidation of terminal alkynes, stereospecifically affording the trans-enamides in excellent yields.