(2-isopropyl-2H-chromen-4-yl)phenylmethanol | 1072932-92-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 香豆素
• 英文名称: (2-isopropyl-2H-chromen-4-yl)phenylmethanol
• CAS: 1072932-92-3
• 化学式: C₁₉H₂₀O₂
• 分子量: 280.367
• InChiKey: XKSRYHIWEHZTGD-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  (2-isopropyl-2H-chromen-4-yl)phenylmethanol 在 三溴化磷 作用下， 以 苯 为溶剂， 以15%的产率得到(2-isopropylchroman-4-yl)phenylmethanone
  参考文献：
  名称：

  An unexpected reaction of phosphorous tribromide on chromanone, thiochromanone, 3,4-dihydro-2H-benzo[b]thiepin-5-one, 3,4-dihydro-2H-benzo[b]oxepin-5-one and tetralone derived allylic alcohols: a case study

  摘要：

  Treatment of chromanone, thiochromanone, tetralone and benzo[b]thiepinone derived allylic alcohols with phosphorous tribromide furnished unexpected products instead of desired bromo derivatives. Reaction of 7-methoxy-2,2-dimethylchromenyl-aryl-methanols and 7-methoxy-2,2-dimethylthio-chromenyl-aryl-methanols with PBr3 gave saturated carbonyls and exocyclic olefins depending on the substituents at R-4, whereas allylic alcohols without 7-methoxy substituent furnished rearranged products. Several related analogs varying in ring size, heteroatom in the ring and substituents at various positions were synthesized and studied. Reactions of other phosphorous-based reagents like PPh3, PPh3/I-2 and PPh3Br2 on allylic alcohols were also attempted. A case study is presented here. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.07.106