alpha-(2-methylaminophenyl)-biphenylmethanol | 107125-74-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: alpha-(2-methylaminophenyl)-biphenylmethanol
• 英文别名: (2-(ethylamino)phenyl)diphenylmethanol；[2-(Ethylamino)phenyl]-diphenylmethanol
• CAS: 107125-74-6
• 化学式: C₂₁H₂₁NO
• 分子量: 303.404
• InChiKey: SYUJSLCNZJROPA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  四溴化碳 、 alpha-(2-methylaminophenyl)-biphenylmethanol 在 tris(2,2'-bipyridyl)ruthenium dichloride 、 potassium carbonate 作用下， 以 乙腈 为溶剂， 反应 6.0h， 以67%的产率得到1-ethyl-4,4-diphenyl-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
• 作为产物：
  描述：

  在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以0.70 g的产率得到alpha-(2-methylaminophenyl)-biphenylmethanol
  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

• Carbon dioxide: a reagent for the simultaneous protection of nucleophilic centres and the activation of alternative locations to electrophilic attack.
  作者：Alan R. Katritzky、Wei-Qiang Fan、Kunihiko Akutagawa

  DOI：10.1016/s0040-4020(01)87558-x

  日期：1986.1

  N-Methyl- and M-ethyl-aniline are regiospecifically converted into a range of ortho-substituted derivatives, using carbon dioxide both for M-protection and as an intermediate carbanion stabilizing group, and -butyllithium to lithiate the ortho-carbon atom. The resulting lithium N-(ortho-substituted-phenyl)-N-methyl- and -N-ethyl-carbamates undergo smooth acid-catalysed decarboxylation under mild conditions

  N-甲基-和M-乙基苯胺被区域特异性地转化为一系列邻位取代的衍生物，同时使用二氧化碳进行M保护和作为中间的碳负离子稳定基团，同时使用丁基丁基锂对邻碳原子进行锂化。所得的N-（邻取代苯基）-N-甲基氨基甲酸锂和-N-乙基氨基甲酸锂在温和的条件下经历平滑的酸催化脱羧作用。没有检测到α-取代的产物。
• Synthesis of Dihydro-3,1-benzoxazine Derivatives from 1,3-Amino Alcohols and <i>N</i>-Sulfonyl-1,2,3-triazole
  作者：Kavuri Rupa、Dongari Yadagiri、Ratnam Bagavathi、Pazhamalai Anbarasan

  DOI：10.1021/acs.orglett.3c00851

  日期：2023.5.19

  derivatives has been accomplished from aniline-derived 1,3-amino alcohols and N-sulfonyl-1,2,3-triazole. The developed reaction demonstrates the new reactivity of azavinyl carbenes and allows access to diverse substituted dihydro-3,1-benzoxazines in good yields. Importantly, the reaction was readily extended to diols and could be used for selective protection of amino alcohols with N-sulfonyl-1,2,3-triazole

  已从苯胺衍生的 1,3-氨基醇和N -磺酰基-1,2,3-三唑完成了二氢-3,1-苯并恶嗪衍生物的有效铑催化合成。开发的反应展示了氮杂乙烯基卡宾的新反应性，并允许以良好的收率获得多种取代的二氢-3,1-苯并恶嗪。重要的是，该反应很容易扩展到二醇，并可用于以N-磺酰基-1,2,3-三唑作为保护剂选择性保护氨基醇。
• TETRAHEDRON, 42,(1986) N 14, 4027-4034
  作者：

  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.