6-methyldiphenylsilyl-2-phenylselenenylmethyl-3,4-dihydro-2H-pyran | 256506-29-3

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 6-methyldiphenylsilyl-2-phenylselenenylmethyl-3,4-dihydro-2H-pyran
• 英文别名: methyl-diphenyl-[2-(phenylselanylmethyl)-3,4-dihydro-2H-pyran-6-yl]silane
• CAS: 256506-29-3
• 化学式: C₂₅H₂₆OSeSi
• 分子量: 449.526
• InChiKey: SDBFYGHWGXDTPH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.93
• 重原子数：
  28
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  6-methyldiphenylsilyl-2-phenylselenenylmethyl-3,4-dihydro-2H-pyran 在 pyridinium hydrobromide perbromide 作用下， 以 N-甲基吡咯烷酮 为溶剂， 反应 3.0h， 以59%的产率得到5-bromo-6-methyldiphenylsilyl-2-phenylselenenylmethyl-3,4-dihydro-2H-pyran
  参考文献：
  名称：

  The formation of oxygen-containing heterocycles via intramolecular cyclizations of halo-substituted acylsilanes and unsaturated acylsilanes

  摘要：

  Halo-substituted acylsilanes undergo cyclizations easily when heated in a polar solvent such as NMP to afford 2-silyldihydrofurans and 2-silyldihydropyrans. Unsaturated acylsilanes undergo cyclizations through reactions with iodine, phenylselenenyl bromide, or chloride. Further reactions of the cyclized products with pyridinium perbromide, phenylselenenyl bromide, or chloride give highly functionalized dihydrofurans and dihydropyrans. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00936-9
• 作为产物：
  描述：

  苯基溴化硒 、 1-(methyl(diphenyl)silyl)-hex-5-en-1-one 以 二氯甲烷 为溶剂， 反应 3.0h， 以71%的产率得到6-methyldiphenylsilyl-2-phenylselenenylmethyl-3,4-dihydro-2H-pyran
  参考文献：
  名称：

  The formation of oxygen-containing heterocycles via intramolecular cyclizations of halo-substituted acylsilanes and unsaturated acylsilanes

  摘要：

  Halo-substituted acylsilanes undergo cyclizations easily when heated in a polar solvent such as NMP to afford 2-silyldihydrofurans and 2-silyldihydropyrans. Unsaturated acylsilanes undergo cyclizations through reactions with iodine, phenylselenenyl bromide, or chloride. Further reactions of the cyclized products with pyridinium perbromide, phenylselenenyl bromide, or chloride give highly functionalized dihydrofurans and dihydropyrans. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00936-9

文献信息

• The formation of oxygen-containing heterocycles via intramolecular cyclizations of halo-substituted acylsilanes and unsaturated acylsilanes
  作者：Yeun-Min Tsai、Chaur-Donp Cherng、Hong-Chang Nieh、Jiuen-Ahn Sieh

  DOI：10.1016/s0040-4020(99)00936-9

  日期：1999.12

  Halo-substituted acylsilanes undergo cyclizations easily when heated in a polar solvent such as NMP to afford 2-silyldihydrofurans and 2-silyldihydropyrans. Unsaturated acylsilanes undergo cyclizations through reactions with iodine, phenylselenenyl bromide, or chloride. Further reactions of the cyclized products with pyridinium perbromide, phenylselenenyl bromide, or chloride give highly functionalized dihydrofurans and dihydropyrans. (C) 1999 Elsevier Science Ltd. All rights reserved.