1-phenyl-1H-benzo[d][1,3]oxazin-2(4H)-one | 13213-90-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 1-phenyl-1H-benzo[d][1,3]oxazin-2(4H)-one
• 英文别名: 1-Phenyl-4H-<3.1>benzoxazin-2-(1H)-on；1-phenyl-1,4-dihydro-benzo[d][1,3]oxazin-2-one；2H-3,1-Benzoxazin-2-one, 1,4-dihydro-1-phenyl-；1-phenyl-4H-3,1-benzoxazin-2-one
• CAS: 13213-90-6
• 化学式: C₁₄H₁₁NO₂
• 分子量: 225.247
• InChiKey: JOZFJYSDJQXFRK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-phenyl-1H-benzo[d][1,3]oxazin-2(4H)-one 650.0 ℃ 、1.33 Pa 条件下， 以95%的产率得到9,10-二氢吖啶
  参考文献：
  名称：

  Generation and reactions of azaxylylenes

  摘要：

  DOI：

  10.1016/s0040-4039(00)85638-5
• 作为产物：
  描述：

  N-苯基邻氨基苯甲酸 在 sodium tetrahydroborate 、 tris(2,2'-bipyridyl)ruthenium dichloride 、 碘 、 potassium carbonate 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 3.0h， 生成 1-phenyl-1H-benzo[d][1,3]oxazin-2(4H)-one
  参考文献：
  名称：

  Sunlight-Driven Forging of Amide/Ester Bonds from Three Independent Components: An Approach to Carbamates

  摘要：

  A photoredox catalytic route to carbamates enabled by visible irradiation (or simply sunlight) has been developed. This process leads to a novel approach to the construction of heterocyclic rings wherein the amide or ester motifs of carbamates were assembled from three isolated components. Large-scale experiments were realized by employing continuous flow techniques, and reuse of photocatalyst demonstrated the green and sustainable aspects of this method.

  DOI：

  10.1021/acs.orglett.6b02811

文献信息

• Catalysis in flash vacuum pyrolysis
  作者：I. Hodgetts、S.J. Noyce、R.C. Storr

  DOI：10.1016/s0040-4039(01)91305-x

  日期：1984.1

  The temperature required for flash pyrolytic elimination of water from -aminobenzyl alcohols and of carbon dioxide from dihydrobenzoxazinones to give azaxylylenes is considerably lowered by the presence of alumina and silica gel in the hot zone.

  通过在热区中存在氧化铝和硅胶，大大降低了从-氨基苄醇中快速热解水和从二氢苯并恶嗪酮中生成二氧化碳所需要的温度。
• Testa; Fontanella, Farmaco, Edizione Scientifica, 1966, vol. 21, # 8, p. 549 - 557
  作者：Testa、Fontanella

  DOI：——

  日期：——
• HODGETTS, I.;NOYCE, S. J.;STORR, R. C., TETRAHEDRON LETT., 1984, 25, N 47, 5435-5438
  作者：HODGETTS, I.、NOYCE, S. J.、STORR, R. C.

  DOI：——

  日期：——
• Sunlight-Driven Forging of Amide/Ester Bonds from Three Independent Components: An Approach to Carbamates
  作者：Yating Zhao、Binbin Huang、Chao Yang、Qingqing Chen、Wujiong Xia

  DOI：10.1021/acs.orglett.6b02811

  日期：2016.11.4

  A photoredox catalytic route to carbamates enabled by visible irradiation (or simply sunlight) has been developed. This process leads to a novel approach to the construction of heterocyclic rings wherein the amide or ester motifs of carbamates were assembled from three isolated components. Large-scale experiments were realized by employing continuous flow techniques, and reuse of photocatalyst demonstrated the green and sustainable aspects of this method.
• Generation and reactions of azaxylylenes
  作者：R.D. Bowen、D.E. Davies、C.W.G. Fishwick、T.O. Glasbey、S.J. Noyce、R.C. Storr

  DOI：10.1016/s0040-4039(00)85638-5

  日期：1982.1