3,4-dihydro-2-vinyl-2H-1,4-benzoxazine

• 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: 3,4-dihydro-2-vinyl-2H-1,4-benzoxazine
• 英文别名: 2-ethenyl-3,4-dihydro-2H-1,4-benzoxazine
• 化学式: C₁₀H₁₁NO
• 分子量: 161.203
• InChiKey: IYZQFJNHRLXOFT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  顺式-1,2-二羟甲基乙烯 、 2-氨基苯酚 在 双(乙腈)氯化钯(II) titanium(IV) isopropylate 、 MS 4 Angstroem 作用下， 以 苯 为溶剂， 反应 3.0h， 以58%的产率得到3,4-dihydro-2-vinyl-2H-1,4-benzoxazine
  参考文献：
  名称：

  Direct palladium-catalyzed selective monoallylation of anilines using allylic alcohols

  摘要：

  N-Allylation of anilines using allylic alcohols directly to give monoallylic anilines selectively in high yields has been realized by employing palladium acetate-triphenylphosphine as the catalyst. Palladium-catalyzed one-pot cyclization of 2-aminophenols with 2-butene-1,4-diol leads to 3,4-dihydro-2-vinyl-2H-1,4-benzoxazines. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(00)01171-0

文献信息

• Direct palladium-catalyzed selective monoallylation of anilines using allylic alcohols
  作者：Shyh-Chyun Yang、Chia-Lin Yu、Yan-Chiu Tsai

  DOI：10.1016/s0040-4039(00)01171-0

  日期：2000.9

  N-Allylation of anilines using allylic alcohols directly to give monoallylic anilines selectively in high yields has been realized by employing palladium acetate-triphenylphosphine as the catalyst. Palladium-catalyzed one-pot cyclization of 2-aminophenols with 2-butene-1,4-diol leads to 3,4-dihydro-2-vinyl-2H-1,4-benzoxazines. (C) 2000 Elsevier Science Ltd. All rights reserved.
• Lhoste, Paul; Massacret, Magali; Sinou, Denis, Bulletin de la Societe Chimique de France, 1997, vol. 134, # 3-4, p. 343 - 348
  作者：Lhoste, Paul、Massacret, Magali、Sinou, Denis

  DOI：——

  日期：——
• Palladium-catalyzed regiospecific tandem allylation of 2-aminophenols using 2-butene-1,4-diol
  作者：Shyh-Chyun Yang、Hwe-Chen Lai、Yan-Chiu Tsai

  DOI：10.1016/j.tetlet.2004.01.128

  日期：2004.3

  The direct activation of C-O bonds in 2-butene-1,4-diol by palladium complexes has been accelerated by carrying out the reactions in the presence of a titanium reagent. Palladium-catalyzed regiospecific tandem allylation of 2-aminophenols with 2-butene-1,4-diol leads to 3,4-dihydro-2-vinyl-2H-1,4-benzoxazines. (C) 2004 Elsevier Ltd. All rights reserved.