4-(2-iodophenyl)but-3-en-2-one | 76293-36-2

• 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-(2-iodophenyl)but-3-en-2-one
• CAS: 76293-36-2
• 化学式: C₁₀H₉IO
• 分子量: 272.085
• InChiKey: VXNAUKLNYVAOKD-UHFFFAOYSA-N

物化性质

• 沸点：
  337.4±25.0 °C(Predicted)
• 密度：
  1.637±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.89
• 重原子数：
  12.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  17.07
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  硝基甲烷 、 4-(2-iodophenyl)but-3-en-2-one 在 N-[（1S，2S）-2-氨基环己基]-N''-[3,5-双（三氟甲基）苯基]硫脲 作用下， 以 乙酸乙酯 为溶剂， 反应 120.0h， 以76%的产率得到(S)-4-(2-iodophenyl)-5-nitropentan-2-one
  参考文献：
  名称：

  Simple Cyclohexanediamine-Derived Primary Amine Thiourea Catalyzed Highly Enantioselective Conjugate Addition of Nitroalkanes to Enones

  摘要：

  A highly enantioselective conjugate addition of nitroalkanes to enones has been developed. The process is efficiently catalyzed by a simple chiral cyclohexanediamine-derived primary amine thiourea with a broad substrate scope.

  DOI：

  10.1021/ol9010322

文献信息

• Enantioselective Conjugate Addition of N-Heterocycles to α,β-Unsaturated Ketones Catalyzed by Chiral Primary Amines
  作者：Wenhu Duan、Wei Wang、Guangshun Luo、Shilei Zhang

  DOI：10.1055/s-0029-1216636

  日期：——

  A new organocatalytic enantioselective conjugate addition reaction of nitrogen-centered heterocycles with α,β-unsaturated ketones has been developed. Promoted by a chiral cinchona alkaloid derived primary amine, the reaction affords the adducts in moderate to high enantioselectivities. primary amines - N-heterocycles - enones - conjugate addition - catalysis

  以氮为中心的杂环与α，β-不饱和酮的有机催化对映选择性共轭加成反应的新发展。由手性金鸡纳生物碱衍生的伯胺促进，该反应提供了中等至高对映选择性的加合物。 伯胺-N-杂环-烯酮-共轭加成-催化
• Regioselective Synthesis of <i>N</i>-Aminoisoindolones and Mono-<i>N</i>- and Di-<i>N,N</i>′-substituted Phthalazones Utilizing Hydrazine Nucleophiles in a Palladium-Catalyzed Three-Component Cascade Process
  作者：Ronald Grigg、Visuvanathar Sridharan、Mufakhrul Shah、Simon Mutton、Colin Kilner、David MacPherson、Peter Milner

  DOI：10.1021/jo800822p

  日期：2008.11.7

  A palladium-catalyzed three-component cascade process for the synthesis of isoindolone and phthalazone derivatives is reported. The cascade process involves carbonylation of an aryl iodide/Michael acceptor to give an acylpalladium species which is intercepted by a hydrazine nucleophile. Intramolecular Michael addition follows to give either N-aminoisoindolones or mono- N- and di-N,N'-phthalazones depending

  报道了钯催化的三组分级联方法，用于合成异吲哚酮和酞菁衍生物。级联过程涉及芳基碘/迈克尔受体的羰基化，以得到酰基肼类物质，其被肼亲核试剂拦截。取决于是否使用单取代或1，2-二取代的肼亲核试剂，分子内迈克尔加成随后给出N-氨基异吲哚酮或单-N-和二-N，N'-邻苯二氮酮。
• Simple Cyclohexanediamine-Derived Primary Amine Thiourea Catalyzed Highly Enantioselective Conjugate Addition of Nitroalkanes to Enones
  作者：Kui Mei、Mei Jin、Shilei Zhang、Ping Li、Wenjing Liu、Xiaobei Chen、Fei Xue、Wenhu Duan、Wei Wang

  DOI：10.1021/ol9010322

  日期：2009.7.2

  A highly enantioselective conjugate addition of nitroalkanes to enones has been developed. The process is efficiently catalyzed by a simple chiral cyclohexanediamine-derived primary amine thiourea with a broad substrate scope.