3,3-diphenyl-6-formyl-<3H>-naphtho<2,1-b>pyran | 227471-73-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 3,3-diphenyl-6-formyl-<3H>-naphtho<2,1-b>pyran
• 英文别名: 3,3-Diphenylbenzo[f]chromene-6-carbaldehyde
• CAS: 227471-73-0
• 化学式: C₂₆H₁₈O₂
• 分子量: 362.428
• InChiKey: XSYXKFRXPSUUHD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  氰乙酸乙酯 、 3,3-diphenyl-6-formyl-<3H>-naphtho<2,1-b>pyran 在 哌啶 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以59%的产率得到6-(2-carboethoxy-2-cyanoethen-1-yl)-3,3-diphenyl-<3H>-naphtho<2,1-b>pyran
  参考文献：
  名称：

  Synthesis and reactivity of formyl-substituted photochromic 3,3-diphenyl-[3H]-naphtho[2,1-b]pyrans

  摘要：

  Synthetic accesses to formylated photochromic 3,3-diphenyl-[3H]-naphthopyrans (or 2H-benzochromenes) are developed through classical cyclization between appropriate hydroxynaphthaldehydes and 1,1-diphenylpropyne-1-ol and also via substituent transformations on the naphthopyran skeleton including bromine/lithium exchange and the oxidation of an hydroxymethyl group. Examples of formyl group reactivity (Wittig and Knoevenagel reactions, imine formation) from these compounds are given, showing their interest in the subsequent preparation of supramolecular systems involving a photoreactive entity. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00245-8
• 作为产物：
  描述：

  1-溴-3-羟基萘 在 对甲苯磺酸 作用下， 以 二氯甲烷 为溶剂， 生成 3,3-diphenyl-6-formyl-<3H>-naphtho<2,1-b>pyran
  参考文献：
  名称：

  Synthesis and reactivity of formyl-substituted photochromic 3,3-diphenyl-[3H]-naphtho[2,1-b]pyrans

  摘要：

  Synthetic accesses to formylated photochromic 3,3-diphenyl-[3H]-naphthopyrans (or 2H-benzochromenes) are developed through classical cyclization between appropriate hydroxynaphthaldehydes and 1,1-diphenylpropyne-1-ol and also via substituent transformations on the naphthopyran skeleton including bromine/lithium exchange and the oxidation of an hydroxymethyl group. Examples of formyl group reactivity (Wittig and Knoevenagel reactions, imine formation) from these compounds are given, showing their interest in the subsequent preparation of supramolecular systems involving a photoreactive entity. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00245-8

文献信息

• Synthesis and reactivity of formyl-substituted photochromic 3,3-diphenyl-[3H]-naphtho[2,1-b]pyrans
  作者：Karine Chamontin、Vladimir Lokshin、Valérie Rossollin、André Samat、Robert Guglielmetti

  DOI：10.1016/s0040-4020(99)00245-8

  日期：1999.4

  Synthetic accesses to formylated photochromic 3,3-diphenyl-[3H]-naphthopyrans (or 2H-benzochromenes) are developed through classical cyclization between appropriate hydroxynaphthaldehydes and 1,1-diphenylpropyne-1-ol and also via substituent transformations on the naphthopyran skeleton including bromine/lithium exchange and the oxidation of an hydroxymethyl group. Examples of formyl group reactivity (Wittig and Knoevenagel reactions, imine formation) from these compounds are given, showing their interest in the subsequent preparation of supramolecular systems involving a photoreactive entity. (C) 1999 Elsevier Science Ltd. All rights reserved.