4-(triphenylphosphinylidene)benzoylacetone | 57362-64-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(triphenylphosphinylidene)benzoylacetone
• 英文别名: 1-phenyl-4-(triphenylphosphanylidene)butane-1,3-dione；1-Phenyl-4-(triphenyl-lambda5-phosphanylidene)butane-1,3-dione；1-phenyl-4-(triphenyl-λ5-phosphanylidene)butane-1,3-dione
• CAS: 57362-64-8
• 化学式: C₂₈H₂₃O₂P
• 分子量: 422.463
• InChiKey: CXTRCLWRAHVJCJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(triphenylphosphinylidene)benzoylacetone 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 73.5h， 生成 (E)-((2-pent-1-enyl)furan-3-yl)phenylmethanone
  参考文献：
  名称：

  Synthesis of 2-Alkenyl-3-(alkoxycarbonyl)furans Based on Feist−Benary Cyclocondensation of (2,4-Dioxobutylidene)phosphoranes with α-Haloketones and α-Chloracetaldehyde

  摘要：

  3-Acyl-2-alkenylfurans were prepared by "Feist-Benary cyclocondensation" of (2,4-dioxobutylidene) phosphoranes with chloracetaldehyde and alpha-haloketones and subsequent Wittig reactions.

  DOI：

  10.1021/jo061153t

文献信息

• Synthesis of 2-Alkenyl-3-alkoxycarbonylfurans by ‘Feist-Benary-Cyclo­condensation’ of (2,4-Dioxobutylidene)phosphoranes with Chloro­acetaldehyde and Subsequent Wittig Reactions
  作者：Peter Langer、Edith Holtz

  DOI：10.1055/s-2004-829560

  日期：——

  Functionalized furans were prepared by 'Feist-Benary-cyclocondensation' of (2,4-dioxobutylidene)phosphoranes with chloroacetaldehyde and subsequent Wittig reactions.

  通过（2,4-二氧代丁叉基）正膦与氯乙醛的“Feist-Benary-cyclocondensation”和随后的Wittig反应制备功能化呋喃。
• Synthesis of 4,5-Benzotropones by Cyclization of 1,3-Bis-Silyl Enol Ethers with 1,2-Dialdehydes
  作者：Uwe Albrecht、Thi Hong Van Nguyen、Peter Langer

  DOI：10.1021/jo049736v

  日期：2004.5.1

  The cyclization of 1,3-bis-silyl enol ethers or (2,4-dioxobutylidene)triphenylphosphoranes with phthalic dialdehyde allowed a convenient synthesis of a variety of 4,5-benzotropones. The hydrogenation of benzotropones afforded functionalized benzocycloheptanones which were transformed into tricyclic butenolides.

  1，3-双-甲硅烷基烯醇醚或（2,4-二氧代丁烯）三苯基膦与邻苯二甲酸二醛的环化反应可以方便地合成各种4,5-苯并丙酮。苯并二氢萘酮的氢化得到官能化的苯并环庚酮，其被转化为三环丁烯内酯。
• One-pot reactions of 2,4-(dioxobutylidene)phosphoranes. Efficient synthesis of 4-(2-hydroxybenzoyl)salicylic acid derivatives and buta-1,3-diene-1,4-dicarboxylates
  作者：Edith Holtz、Uwe Albrecht、Peter Langer

  DOI：10.1016/j.tet.2007.02.062

  日期：2007.4

  4-(2-Hydroxybenzoyl)salicylic esters and amides were prepared by domino 'Michael-Retro-Michael-Wittig' reactions of (2,4-dioxobutylidene)triphenylphosphoranes with 3-formylchromones.