2-(4-acetylphenyl)-4H-benzo[d][1,3]oxazin-4-one

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(4-acetylphenyl)-4H-benzo[d][1,3]oxazin-4-one
• 英文别名: 2-(4-Acetylphenyl)-3,1-benzoxazin-4-one
• 化学式: C₁₆H₁₁NO₃
• 分子量: 265.268
• InChiKey: UFKFHZRVDNFTOJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  55.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  在 1,1,3,3-四甲基二硅氧烷 、 copper(II) bis(trifluoromethanesulfonate) 、 三苯基膦 作用下， 以 甲苯 为溶剂， 反应 4.0h， 以82%的产率得到2-(4-acetylphenyl)-4H-benzo[d][1,3]oxazin-4-one
  参考文献：
  名称：

  酸酐的催化氮杂-Wittig反应合成4 H-苯并[ d ] [1,3]恶嗪-4-酮和4-苄叉基-2-芳基恶唑-5（4 H）-酮

  摘要：

  与醛，酮，酰胺和酯的aza-Wittig反应相比，酸酐的aza-Wittig反应总是被忽略，这应该是Wittig反应的重要组成部分。在这里，酸酐的aza-Wittig反应和酸酐的aza-Wittig催化反应均以高收率开发，这为合成4 H-苯并[ d ] [1,3]恶嗪-4-酮和4-亚苄基-2-芳基恶唑-5（4 H）-那些。使用了铜催化的氧化膦还原的策略，发现该策略对这种转化有效。另外，实现了羧酸的一锅催化的氮杂-维蒂希反应。此外，NMR实验和Hammett曲线记录了酸酐的催化氮杂-维蒂希反应过程，这直接证明了铜催化的废氧化膦的还原是该转化过程中的关键步骤。

  DOI：

  10.1021/acscatal.6b00165

文献信息

• Recyclable Heterogeneous Palladium-Catalyzed Carbonylative Cyclization of 2-Iodoanilines with Aryl Iodides Leading to 2-Arylbenzoxazinones
  作者：Zhaotao Xu、Bin Huang、Zebiao Zhou、Mingzhong Cai

  DOI：10.1055/s-0039-1690265

  日期：2020.2

  A highly efficient and practical heterogeneous palladium-catalyzed carbonylative coupling of 2-iodoanilines with aryl iodides has been developed. The reaction occurs smoothly in toluene at 110 °C with N,N-diisopropylethylamine as base under carbon monoxide (5 bar) and offers a general and powerful tool for the construction of various valuable 2-arylbenzoxazinones with excellent atom-economy, high functional

  已经开发了2-碘苯胺与芳基碘化物的高效且实用的钯催化的羰基化偶联。该反应在一氧化碳（5 bar）下以N，N-二异丙基乙胺为碱在110°C的甲苯中顺利进行，它为构建具有优异原子经济性，高官能团的各种有价值的2-芳基苯并恶嗪酮提供了一个通用而有力的工具钯催化剂具有良好的耐受性，良好的高收率和易于回收利用的特点。该反应是从市售易得的2-碘苯胺和碘代芳基制备各种2-芳基苯并恶嗪酮的异相钯催化羰基化偶联的第一个实例。
• Silver and Palladium Cocatalyzed Carbonylative Activation of Benzotriazoles to Benzoxazinones under Neutral Conditions
  作者：Zhiping Yin、Zechao Wang、Xiao-Feng Wu

  DOI：10.1021/acs.orglett.7b03184

  日期：2017.11.17

  A novel and efficient method for the carbonylative activation of benzotriazoles to benzoxazinones has been developed. By using a silver and palladium bimetallic catalyst system, a broad range of benzotriazoles were transformed into the corresponding benzoxazinones in moderate to good yields with excellent functional group tolerance. Notably, this procedure proceeds under neutral conditions.

  已经开发出一种新颖有效的方法，用于苯并三唑羰基化活化为苯并恶嗪酮。通过使用银和钯双金属催化剂体系，各种苯并三唑以中等到良好的收率被转化为相应的苯并三嗪酮，并具有出色的官能团耐受性。值得注意的是，该过程在中性条件下进行。
• Palladium-Catalyzed Denitrogenative Carbonylation of Benzotriazoles with Cr(CO)₆ as the Carbonyl Source
  作者：Tongshun An、Chenwei Liu、Yanzhao Yin、Xiao-Feng Wu、Zhiping Yin

  DOI：10.1021/acs.organomet.2c00243

  日期：2022.7.11

  denitrogenative carbonylation of benzotriazoles for the synthesis of benzoxazin-4-ones has been developed. Employing benzotriazoles as easily accessible substrates and Cr(CO)6 as bench-stable solid carbonyl sources, various benzoxazin-4-ones were synthesized through a ring-opening/denitrogenative/carbonylation cascade processes in moderate to good yields. Notably, this protocol avoids the use of toxic CO gas and

  已经开发了用于合成苯并恶嗪-4-酮的通用钯和银共催化苯并三唑的脱氮羰基化。使用苯并三唑作为容易获得的底物和 Cr(CO) 6作为台式稳定的固体羰基源，通过开环/脱氮/羰基化级联过程以中等至良好的产率合成了各种苯并恶嗪-4-酮。值得注意的是，该协议避免了使用有毒 CO 气体和特殊设备，也可应用于从尿酸剂丙磺舒衍生的底物的后期功能化。
• POLYESTER FILM BEING EASY TO ADHERE TO INK RECEIVING LAYER
  申请人：Teijin Dupont Films Japan Limited

  公开号：EP1426404A1

  公开（公告）日：2004-06-09

  A polyester adhesive film readily adhering to an ink-receiving layer comprising a coating layer having a surface energy of 54 to 70 dyne/cm and a polyester film containing an ultraviolet light absorber, wherein at least one surface of the polyester film is coated with the coating layer. Accordingly, there is provided the polyester adhesive film readily adhering to an ink-receiving layer, having excellent adhesiveness to an ink-receiving layer, excellent transparency and weatherability and useful as image-receiving paper and the like for ink jet printers.

  一种易于粘附到受墨层的聚酯粘合膜，包括表面能量为 54 至 70 达因/厘米的涂层和含有紫外线吸收剂的聚酯薄膜，其中聚酯薄膜的至少一个表面涂有涂层。 因此，本发明提供了易于粘附到受墨层的聚酯胶膜，该胶膜与受墨层的粘附性极佳，具有极佳的透明度和耐候性，可用作喷墨打印机的图像接收纸等。
• NEAR INFRARED RAY SHIELDING FILM
  申请人：TEIJIN LIMITED

  公开号：EP1452556A1

  公开（公告）日：2004-09-01

  A near infrared screening film which consists of a biaxially oriented film made from a polyester containing a near infrared light absorber having a weight reduction start temperature of at least 280° C and which has a haze value of 5 % or less and a total transmittance for visible lights having a wavelength of 400 to 650 nm of 40 % or more and which is exemplified by having optical properties at visible and near infrared ranges which satisfy the following expressions (1) to (4):1 < T(850) < 201 < T(950) < 20- 10 < T(620) - T(540) < 10- 10 < T(450) - T(540) < 10 wherein T(450), T(540), T(620), T(850) and T(950) are light transmittances at wavelengths of 450 nm, 540 nm, 620 nm, 850 nm and 950 nm, respectively. This film is inexpensive, has high handling ease, a high visible light transmittance and the function of preventing the malfunction of peripheral equipment caused by near infrared lights from the screen of a plasma display, for example, and can be suitably used in the front panel of the plasma display.

  一种近红外屏蔽膜，它是由聚酯制成的双向拉伸薄膜，该聚酯含有近红外光吸收剂，其减重起始温度至少为 280℃，雾度值为 5%或以下，对波长为 400 至 650 纳米的可见光的总透射率为 40%或以上，在可见光和近红外范围内的光学特性满足以下表达式(1)至(4)：1 < T(850) < 201 < T(950) < 20- 10 < T(620) - T(540) < 10- 10 < T(450) - T(540) < 10 其中，T(450)、T(540)、T(620)、T(850) 和 T(950) 分别是波长为 450 纳米、540 纳米、620 纳米、850 纳米和 950 纳米时的透光率。 这种薄膜价格低廉、易于操作、可见光透射率高，还具有防止等离子显示器屏幕上的近红外线光等引起外围设备故障的功能，可适当地用于等离子显示器的前面板。