diethyl (2-cyano-1-phenylethyl)phosphonate | 81588-42-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物
• 英文名称: diethyl (2-cyano-1-phenylethyl)phosphonate
• 英文别名: 3-diethoxyphosphoryl-3-phenylpropanenitrile
• CAS: 81588-42-3
• 化学式: C₁₃H₁₈NO₃P
• 分子量: 267.265
• InChiKey: AWLLRSUZYHJSGJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.91
• 重原子数：
  18.0
• 可旋转键数：
  7.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  59.32
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  亚磷酸三乙酯 、 N-肉桂亚基羟胺 以47%的产率得到
  参考文献：
  名称：

  OSIPOVA, M. P.;MIXAJLOVA, L. A.;KUXTIN, V. A., ZH. OBSHCH. XIMII, 1982, 52, N 2, 449-450

  摘要：

  DOI：

文献信息

• PS-BEMP as a basic catalyst for the phospha-Michael addition to electron-poor alkenes
  作者：Giacomo Strappaveccia、Luca Bianchi、Simone Ziarelli、Stefano Santoro、Daniela Lanari、Ferdinando Pizzo、Luigi Vaccaro

  DOI：10.1039/c6ob00242k

  日期：——

  PS-BEMP was used as a heterogeneous catalyst for the phospha-Michael addition of phosphorus nucleophiles to a variety of electron-poor alkenes. The addition reactions were generally performed with equimolar amounts of reagents under solvent free conditions. The protocol proved to be very efficient for the addition to aromatic, non-aromatic and cyclic ketones, giving good yields (78–85%) in all cases

  PS-BEMP用作非均相催化剂，用于将磷亲核体的磷-迈克尔加成到各种电子贫乏的烯烃中。加成反应通常在无溶剂条件下用等摩尔量的试剂进行。事实证明，该方案对于添加芳族，非芳族和环状酮非常有效，在所有情况下均具有良好的收率（78-85％）。该方案还扩展到了α，β-不饱和酯和腈，并获得了良好的结果。这表明PS-BEMP是将磷-迈克尔加成至电子贫乏烯烃的良好催化剂。
• Electrochemically induced Markovnikov-type selective hydro/deuterophosphonylation of electron-rich alkenes
  作者：Weijie Deng、Yunfei Hu、Jinhui Hu、Xinling Li、Yibiao Li、Yubing Huang

  DOI：10.1039/d2cc04729b

  日期：——

  The regioselective hydro/deuterophosphonylation of electron-rich alkenes with P(O)H compounds has been realized via a metal-free electrochemically induced strategy, accessing various Markovnikov-type adducts in high yields. A series of monodeuterated organophosphorus compounds with high deuterium (D) incorporation are subsequently obtained by adding D2O as the D source. The protocol features broad

  通过无金属电化学诱导策略实现了富电子烯烃与 P(O)H 化合物的区域选择性加氢/氘代膦酰化，以高产率获得各种马尔科夫尼科夫型加合物。随后通过添加D 2 O作为D源，获得了一系列具有高氘（D）掺入的单氘化有机磷化合物。该协议具有广泛的衬底范围、低能耗、高原子经济性和可扩展性。单氘代有机磷酸可通过后期转化合成。
• Influence of Substitution at the Benzylic Position on the Behavior of Stereoisomeric Phosphorus Compounds as Precursors of Stabilized Carbon-Centered Radicals
  作者：Julia Pérez-Prieto、Raquel Eugenia Galian、Pascual Oña Burgos、Maria del Carmen Morant Miñana、Miguel Angel Miranda、Fernando López-Ortiz

  DOI：10.1021/ol051254y

  日期：2005.9.1

  Efficient benzylic radical formation from benzo[d]-1,2-oxaphospholes has demonstrated their suitability as precursors of stabilized C-centered radicals, a property associated with antioxidant potential. A remarkable stereodifferentiation is observed for alkyl- and aryl-substituted derivatives.
• Osipova, M. P.; Mikhailova, L. A.; Kukhtin, V. A., Journal of general chemistry of the USSR, 1982, vol. 52, # 2, p. 394
  作者：Osipova, M. P.、Mikhailova, L. A.、Kukhtin, V. A.

  DOI：——

  日期：——