2-allyl-2-(1-(naphthalen-2-yl)but-3-enyl)malononitrile | 1151543-77-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-allyl-2-(1-(naphthalen-2-yl)but-3-enyl)malononitrile
• CAS: 1151543-77-9
• 化学式: C₂₀H₁₈N₂
• 分子量: 286.376
• InChiKey: IJWYMQQLCQNGCO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.11
• 重原子数：
  22.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  47.58
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为产物：
  描述：

  2-naphthylmethylidenemalononitrile 、 烯丙基硼酸频哪醇酯 在 2-甲基-2-丁醇 、 C₂₄H₃₀ClN₂Pd 、 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以82%的产率得到2-(1-(naphthalen-2-yl)but-3-enyl)malononitrile
  参考文献：
  名称：

  Conjugate allylation reactions of alkylidene malononitriles mediated by NHC-ligated palladium catalysts

  摘要：

  Conjugate allylation of malononitriles is reported using catalytic N-heterocyclic carbene-ligated palladium complexes. This conjugate allylation reaction yields a variety of monoallylated products. These results contrast the bis-allylation of malononitriles using other palladium-based catalysts. This reaction tolerates a wide variety of functional groups including aryl groups, heteroaromatics, and aliphatic substituents to provide the desired products in good to excellent yields. Derivativation of the monoallylation products to form a triamino pyrimidine is demonstrated. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.10.061

文献信息

• Amphiphilic allylation of activated alkenes by allyl acetates and allylstannanes catalyzed by palladium nanoparticles: an easy access to stereodefined substituted cyclohexene derivatives
  作者：Laksmikanta Adak、Sukalyan Bhadra、Kalicharan Chattopadhyay、Brindaban C. Ranu

  DOI：10.1039/c0nj00624f

  日期：——

  chloride, has been demonstrated. Several activated alkenes produce functionalized 1,7-octadiene derivatives in one pot. The additions of substituted allyl acetates are highly regioselective. The Grubbs cyclization of octadiene derivatives gives an easy access to stereodefined substituted cyclohexene derivatives.

  一种有效的邻位活化烯烃的烯丙基乙酸酯和双allylstannanes由烯丙基化的纳米颗粒的钯催化，产生原位从钯（II），氯化，已得到证明。几种活化的烯烃在一罐中产生官能化的1,7-辛二烯衍生物。取代的乙酸烯丙酯的添加是高度区域选择性的。辛二烯衍生物的Grubbs环化可轻松获得立体定义的取代的环己烯衍生物。