4-dimethylaminobenzylidenecyclopropane | 488800-44-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 4-dimethylaminobenzylidenecyclopropane
• 英文别名: 4-(cyclopropylidenemethyl)-N,N-dimethylaniline
• CAS: 488800-44-8
• 化学式: C₁₂H₁₅N
• 分子量: 173.258
• InChiKey: KSYJUJZFFOTXPX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

安全信息

• 海关编码：
  2921420090

反应信息

• 作为反应物：
  描述：

  4-dimethylaminobenzylidenecyclopropane 在 copper(ll) bromide 作用下， 以 水 、 乙腈 为溶剂， 反应 14.0h， 以72%的产率得到[4-((Z)-2,4-Dibromo-but-1-enyl)-phenyl]-dimethyl-amine
  参考文献：
  名称：

  Novel Tunable CuX₂-Mediated Cyclization Reaction of Cyclopropylideneacetic Acids and Esters for the Facile Synthesis of 4-Halomethyl-2(5H)-furanones and 4-Halo-5,6-dihydro-2H-pyran-2-ones

  摘要：

  [GRAPHICS]A mixture of cyclopropylideneacetic acids (or esters) and CuBr2 (or Cul/l(2)) in aqueous acetonitrile afforded 4-substituted 2(5H)-furanones or 3,4-substituted 5,6-dihydro-2H-pyran-2-ones in moderate to good yields. The selectivity of the reaction greatly depended on the reaction temperature.

  DOI：

  10.1021/ol026911q
• 作为产物：
  描述：

  对二甲氨基苯甲醛 、 五氯苯基环丙基砜 在 potassium tert-butylate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 4-dimethylaminobenzylidenecyclopropane
  参考文献：
  名称：

  10.1055/s-2008-1042758;

  摘要：

  DOI：

  10.1055/s-2008-1042758;

文献信息

• Catalyst-controlled selective borocarbonylation of benzylidenecyclopropanes: regiodivergent synthesis of γ-vinylboryl ketones and β-cyclopropylboryl ketones
  作者：Fu-Peng Wu、Xiao-Feng Wu

  DOI：10.1039/d2sc00840h

  日期：——

  Various γ-vinylboryl ketones and β-cyclopropylboryl ketones were produced in moderate to good yields with excellent regioselectivity from the same substrates. The choice of the catalyst is key for the regioselectivity control: γ-vinylboryl ketones were produced selectively with IPrCuCl and Pd(dppp)Cl2 as the catalytic system, while the corresponding β-cyclopropylboryl ketones were obtained in high

  区域选择性催化多功能化反应能够从相同的前体快速合成络合产物。在本次交流中，我们提出了一种用芳基碘化物对苯亚甲基环丙烷进行区域发散硼羰基化的方法。各种γ-乙烯基硼基酮和β-环丙基硼基酮以中等至良好的产率从相同的底物产生，具有优异的区域选择性。催化剂的选择是区域选择性控制的关键：以 IPrCuCl 和 Pd(dppp)Cl 2为催化体系选择性制备 γ-乙烯基硼基酮，而以 Cu(dppp) 为催化体系获得了高区域选择性的 β-环丙基硼基酮Cl，[Pd( η 3 -肉桂基)Cl] 2和黄磷作为催化体系。此外，γ-乙烯基硼基酮和β-环丙基硼基酮成功地转化为其他几种增值产品。
• Nickel-Catalyzed [3+1+1] Cycloaddition Reactions of Alkenyl Fischer Carbene Complexes with Methylenecyclopropanes
  作者：Ken Kamikawa、Yasunori Shimizu、Shin Takemoto、Hiroyuki Matsuzaka

  DOI：10.1021/ol061559s

  日期：2006.8.1

  Methylenecyclopentanones were synthesized by the nickel-catalyzed [3+1+1] cycloaddition reactions of alkenyl Fischer carbene complexes with methylenecyclopropanes. The methylenecyclopropane was transformed into the C(2)-symmetric bis-cyclopentapyridazine derivative by reacting with p-toluenesulfonyl hydrazine.

  亚甲基环戊酮是通过烯基菲舍尔卡宾配合物与亚甲基环丙烷的镍催化的[3 + 1 + 1]环加成反应合成的。通过与对甲苯磺酰基肼反应，将亚甲基环丙烷转化为C（2）-对称的双-环戊哒嗪衍生物。
• Copper-catalyzed hydroaminocarbonylation of benzylidenecyclopropanes: synthesis of γ,δ-unsaturated amides
  作者：Hui-Qing Geng、Xiao-Feng Wu

  DOI：10.1039/d2cc02301f

  日期：——

  benzylidenecyclopropanes under relatively mild conditions. A series of γ,δ-unsaturated amides with a broad range of functional groups were obtained in moderate to good yields. Both dialkyl-substituted and monoalkyl-substituted hydroxylamine derivatives can be applied in this transformation to give the corresponding tertiary and secondary amides successfully.

  在此，我们开发了在相对温和的条件下铜催化的亚苄基环丙烷的氢氨基羰基化反应。以中等至良好的收率获得了一系列具有广泛官能团的γ,δ-不饱和酰胺。二烷基取代和单烷基取代的羟胺衍生物均可用于该转化，从而成功地得到相应的叔酰胺和仲酰胺。
• Novel Tunable CuX₂-Mediated Cyclization Reaction of Cyclopropylideneacetic Acids and Esters for the Facile Synthesis of 4-Halomethyl-2(5<i>H</i>)-furanones and 4-Halo-5,6-dihydro-2<i>H</i>-pyran-2-ones
  作者：Xian Huang、Hongwei Zhou

  DOI：10.1021/ol026911q

  日期：2002.12.1

  [GRAPHICS]A mixture of cyclopropylideneacetic acids (or esters) and CuBr2 (or Cul/l(2)) in aqueous acetonitrile afforded 4-substituted 2(5H)-furanones or 3,4-substituted 5,6-dihydro-2H-pyran-2-ones in moderate to good yields. The selectivity of the reaction greatly depended on the reaction temperature.
• 10.1055/s-2008-1042758;
  作者：Ma̧kosza, Mieczysław、Bujok, Robert

  DOI：10.1055/s-2008-1042758;

  日期：——