o-Amino-benzyl-phenyl-selenid | 3541-44-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: o-Amino-benzyl-phenyl-selenid
• 英文别名: 2-[(Phenylselanyl)methyl]aniline；2-(phenylselanylmethyl)aniline
• CAS: 3541-44-4
• 化学式: C₁₃H₁₃NSe
• 分子量: 262.213
• InChiKey: AZXOPLQIULXSOR-UHFFFAOYSA-N

物化性质

• 熔点：
  72-73 °C
• 沸点：
  397.0±34.0 °C(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  o-Amino-benzyl-phenyl-selenid 在 9,10-二甲氧基蒽 、 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 2.17h， 生成 1-甲基吲哚啉
  参考文献：
  名称：

  α-Alkylation of tertiary amines by C(sp3)–C(sp3) cross-coupling under redox neutral photocatalysis

  摘要：

  Direct cc-alkylation of N-phenyl-tetrahydroisoquinoline with alkyl selenides of desired alkyl chain length and functionality is reported by photoredox catalysis. Construction of hexahydro pyrrolo- and pyrido-isoquinoline scaffolds along with indolines and tetrahydroquinolines is also described by intramolecular C(sp(3))-C(sp(3)) cross-couplings. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2016.08.073
• 作为产物：
  描述：

  (2-nitrobenzyl)(phenyl)selane 在 ferrous(II) sulfate heptahydrate 、 ammonium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 2.0h， 生成 o-Amino-benzyl-phenyl-selenid
  参考文献：
  名称：

  α-Alkylation of tertiary amines by C(sp3)–C(sp3) cross-coupling under redox neutral photocatalysis

  摘要：

  Direct cc-alkylation of N-phenyl-tetrahydroisoquinoline with alkyl selenides of desired alkyl chain length and functionality is reported by photoredox catalysis. Construction of hexahydro pyrrolo- and pyrido-isoquinoline scaffolds along with indolines and tetrahydroquinolines is also described by intramolecular C(sp(3))-C(sp(3)) cross-couplings. (C) 2016 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2016.08.073

文献信息

• α-Alkylation of tertiary amines by C(sp3)–C(sp3) cross-coupling under redox neutral photocatalysis
  作者：Ganesh Pandey、Sandip Kumar Tiwari、Bhawana Singh

  DOI：10.1016/j.tetlet.2016.08.073

  日期：2016.10

  Direct cc-alkylation of N-phenyl-tetrahydroisoquinoline with alkyl selenides of desired alkyl chain length and functionality is reported by photoredox catalysis. Construction of hexahydro pyrrolo- and pyrido-isoquinoline scaffolds along with indolines and tetrahydroquinolines is also described by intramolecular C(sp(3))-C(sp(3)) cross-couplings. (C) 2016 Elsevier Ltd. All rights reserved.