N-(tert-butyl)-5-methylbenzo[d]oxazol-2-amine | 58861-85-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶唑类
• 英文名称: N-(tert-butyl)-5-methylbenzo[d]oxazol-2-amine
• 英文别名: 5-methyl-2-(tert-butylamino)benzoxazole；tert-butyl-(5-methyl-benzooxazol-2-yl)-amine；N-tert-butyl-5-methyl-1,3-benzoxazol-2-amine
• CAS: 58861-85-1
• 化学式: C₁₂H₁₆N₂O
• mdl: MFCD24394152
• 分子量: 204.272
• InChiKey: HIXSJBMYCHYHIZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.416
• 拓扑面积：
  38.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  异氰酸叔丁酯 、 邻氨基对甲苯酚 在 palladium dichloride silver(l) oxide 作用下， 以 苯 为溶剂， 生成 N-(tert-butyl)-5-methylbenzo[d]oxazol-2-amine
  参考文献：
  名称：

  二氨基卡宾-钯（II）络合物中间体的杂环合成

  摘要：

  咪唑酮，二氢恶二嗪酮和四氢三嗪酮是通过PdCl 2催化的异腈与α-氨基酸酯，α-羟基酰肼和α-氨基酸酰肼反应而合成的。分离并表征了作为这些杂环合成中关键中间体的二氨基卡宾-钯（II）配合物。由PdCl 2（tC 4 H 9 NC）2和β-氨基醇（如苏糖酸甲酯和邻氨基苯酚）制得的二氨基碳烯-钯（II）配合物与Ag 2 O反应，得到（N-叔丁基亚氨基）恶唑烷。

  DOI：

  10.1016/s0022-328x(00)91364-0

文献信息

• Heterocycle syntheses by diaminocarbene—palladium(II) complex intermediates
  作者：Yoshihiko Ito、Toshikazu Hirao、Takeo Saegusa

  DOI：10.1016/s0022-328x(00)91364-0

  日期：1977.5

  with α-amino acid esters, with α-hydroxy acid hydrazides and with α-amino acid hydrazides, respectively. Diaminocarbene—palladium(II) complexes, which are involved as key intermediates in these heterocycle syntheses, were isolated and characterized. Diaminocarbene—palladium(II) complexes, which are prepared from PdCl2(t-C4H9NC)2 and β-aminoalcohols, such as methyl threonate and o-aminophenol, were reacted

  咪唑酮，二氢恶二嗪酮和四氢三嗪酮是通过PdCl 2催化的异腈与α-氨基酸酯，α-羟基酰肼和α-氨基酸酰肼反应而合成的。分离并表征了作为这些杂环合成中关键中间体的二氨基卡宾-钯（II）配合物。由PdCl 2（tC 4 H 9 NC）2和β-氨基醇（如苏糖酸甲酯和邻氨基苯酚）制得的二氨基碳烯-钯（II）配合物与Ag 2 O反应，得到（N-叔丁基亚氨基）恶唑烷。
• Synthesis of 2-Aminobenzoxazoles and 3-Aminobenzoxazines via Palladium-Catalyzed Aerobic Oxidation of <i>o</i>-Aminophenols with Isocyanides
  作者：Bifu Liu、Meizhou Yin、Hanling Gao、Wanqing Wu、Huanfeng Jiang

  DOI：10.1021/jo400002f

  日期：2013.4.5

  A Pd-catalyzed aerobic oxidation of o-aminophenols and isocyanides for the synthesis of 2-aminobenzoxazoles and 3-aminobenzoxazines has been achieved in an air atmosphere. The procedure constructs 2-aminobenzoxazoles and 3-aminobenzoxazines with moderate to excellent yields and a broad substrate scope. Apart from experimental simplicity, this methodology has the advantages of mild reaction conditions and easily accessible starting materials. Furthermore, the utility of this method has also been successfully applied to the synthesis of other types of useful nitrogen heterocycles.
• Cobalt-Catalyzed Aerobic Oxidative Cyclization of 2-Aminophenols with Isonitriles: 2-Aminophenol Enabled O₂ Activation by Cobalt(II)
  作者：Jiaqi Liu、Jessica M. Hoover

  DOI：10.1021/acs.orglett.9b01384

  日期：2019.6.21

  An aerobic cobalt-catalyzed oxidative cyclization of 2-aminophenols and isonitriles is reported. These additive-free conditions furnish a variety of substituted 2-aminobenzoxazoles in moderate to excellent yields. A series of control experiments and spectroscopic studies point to the importance of 2-aminophenol coordination in enabling the aerobic oxidation of cobalt(II).