2-(2-Methylprop-2-enoxy)naphthalene-1-carbaldehyde | 869946-87-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-(2-Methylprop-2-enoxy)naphthalene-1-carbaldehyde
• CAS: 869946-87-2
• 化学式: C₁₅H₁₄O₂
• mdl: MFCD05861758
• 分子量: 226.275
• InChiKey: GXDYMOAXZBWJHS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.133
• 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：

  2-(2-Methylprop-2-enoxy)naphthalene-1-carbaldehyde 、 4-硫代噻唑烷-2-酮 在 三乙胺 作用下， 以 溶剂黄146 为溶剂， 反应 12.0h， 以75%的产率得到(5aRS,13cRS)-3,5a,6,13c-tetrahydro-5a-methyl-2H,5H-naphtho[1'',2'':5',6']pyrano[4',3':4,5]thiopyrano[2,3-d]thiazol-2-one
  参考文献：
  名称：

  A new domino-Knoevenagel–hetero-Diels–Alder reaction

  摘要：

  Various novel 3,5a,6,11b-tetrahydro-2H,5H-chromeno[4',3':4,5]thiopyrano[2,3-d][1,3]thiazol-2-ones were synthesized in 60-80% yields via domi no-Knoevenagel-hetero-Diels-Alder reactions of 4-thioxo-1,3-thiazolidin-2-one with 3,7-dimethyl-6-octenal, 2-allyloxybenzaldehydes and 2-formylphenyt (E)-3-aryl-2-propenoates with base catalysis. The possibility of stereo- and regioselective cycloaddition was investigated. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.05.062
• 作为产物：
  描述：

  2-羟基-1-萘甲醛 、 3-氯-2-甲基丙烯 生成 2-(2-Methylprop-2-enoxy)naphthalene-1-carbaldehyde
  参考文献：
  名称：

  A new domino-Knoevenagel–hetero-Diels–Alder reaction

  摘要：

  Various novel 3,5a,6,11b-tetrahydro-2H,5H-chromeno[4',3':4,5]thiopyrano[2,3-d][1,3]thiazol-2-ones were synthesized in 60-80% yields via domi no-Knoevenagel-hetero-Diels-Alder reactions of 4-thioxo-1,3-thiazolidin-2-one with 3,7-dimethyl-6-octenal, 2-allyloxybenzaldehydes and 2-formylphenyt (E)-3-aryl-2-propenoates with base catalysis. The possibility of stereo- and regioselective cycloaddition was investigated. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.05.062

文献信息

• Photocatalytic Synthesis of Indanone, Pyrone, and Pyridinone Derivatives with Diazo Compounds as Radical Precursors
  作者：Yang Xie、Ye-Peng Bao、Xiao-Yan Zhuo、Jun Xuan

  DOI：10.1021/acs.orglett.3c04331

  日期：2024.2.23

  We disclose herein a photocatalytic radical cascade cyclization of diazoalkanes for the divergent synthesis of important carbocycles and heterocycles. Under the optimal reaction conditions, various indanone, pyrone, and pyridinone derivatives can be obtained in moderate to good yields. Mechanistic experiments support the formation of carbon-centered radicals from diazoalkanes through the proton-coupled

  我们在此公开了重氮烷烃的光催化自由基级联环化，用于重要碳环和杂环的发散合成。在最佳反应条件下，可以以中等至良好的收率得到各种茚满酮、吡喃酮和吡啶酮衍生物。机理实验支持重氮烷通过质子耦合电子转移过程形成以碳为中心的自由基。使用连续流技术的放大反应和所形成的杂环的有用下游应用进一步使该策略具有吸引力和价值。
• A new domino-Knoevenagel–hetero-Diels–Alder reaction
  作者：Vasyl S. Matiychuk、Roman B. Lesyk、Mykola D. Obushak、Andrzej Gzella、Dmytro V. Atamanyuk、Yuri V. Ostapiuk、Anna P. Kryshchyshyn

  DOI：10.1016/j.tetlet.2008.05.062

  日期：2008.7

  Various novel 3,5a,6,11b-tetrahydro-2H,5H-chromeno[4',3':4,5]thiopyrano[2,3-d][1,3]thiazol-2-ones were synthesized in 60-80% yields via domi no-Knoevenagel-hetero-Diels-Alder reactions of 4-thioxo-1,3-thiazolidin-2-one with 3,7-dimethyl-6-octenal, 2-allyloxybenzaldehydes and 2-formylphenyt (E)-3-aryl-2-propenoates with base catalysis. The possibility of stereo- and regioselective cycloaddition was investigated. (c) 2008 Elsevier Ltd. All rights reserved.