3,4-dihydro-2H-spiro[naphthalene-1,2'-[1,3]dithiane]-7-carboxylic acid | 1203891-20-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 3,4-dihydro-2H-spiro[naphthalene-1,2'-[1,3]dithiane]-7-carboxylic acid
• CAS: 1203891-20-6
• 化学式: C₁₄H₁₆O₂S₂
• 分子量: 280.412
• InChiKey: JDRHJJDPTDROSE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.74
• 重原子数：
  18.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  37.3
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  1,3-丙二硫醇 、 8-氧代-5,6,7,8-四氢萘-2-羧酸 在 vanadyl trifluoromethanesulfonate 作用下， 以 二氯甲烷 、 乙腈 为溶剂， 反应 26.0h， 以90%的产率得到3,4-dihydro-2H-spiro[naphthalene-1,2'-[1,3]dithiane]-7-carboxylic acid
  参考文献：
  名称：

  Catalytic carbon–sulfur bond formation by amphoteric vanadyl triflate: exploring with thia-Michael addition, thioacetalization, and transthioacetalization reactions

  摘要：

  A series of thiols have been examined as protic nucleophiles for Michael-type additions to alpha,beta-unsaturated carbonyls as well as double nucleophilic condensations with aldehydes, ketones, and acetals catalyzed by amphoteric, water-tolerant vanadyl triflate under mild and neutral conditions. The newly developed C-S bond formation protocols were carried out smoothly in good to high yields in a highly chemoselective manner. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.10.012