N-(2-苯甲酰基-1-甲基乙烯基)乙酰胺 | 1137-97-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-(2-苯甲酰基-1-甲基乙烯基)乙酰胺
• 英文名称: 3-Acetamino-1-phenyl-2-buten-1-on
• 英文别名: N-(1-methyl-3-oxo-3-phenyl-propenyl)-acetamide；N-(1-Methyl-3-oxo-3-phenyl-propenyl)-acetamid；Benzoylaceton-acetimid；N-(1-Methyl-3-oxo-3-phenyl-1-propen-1-yl)acetamide；N-(4-oxo-4-phenylbut-2-en-2-yl)acetamide
• CAS: 1137-97-9
• 化学式: C₁₂H₁₃NO₂
• 分子量: 203.241
• InChiKey: LIXULBRIODGJKN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.91
• 重原子数：
  15.0
• 可旋转键数：
  3.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  46.17
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  N-(2-苯甲酰基-1-甲基乙烯基)乙酰胺 在 C₃₂H₄₄IrNO₂P⁽¹⁺⁾*C₃₂H₁₂BF₂₄^(1-) 、 氢气 作用下， 以 二氯甲烷 为溶剂， 20.0 ℃ 、5.0 MPa 条件下， 反应 24.0h， 生成 N-(4-oxo-4-phenylbutan-2-yl)acetamide
  参考文献：
  名称：

  Isolation of an σ-Alkyl Iridium Hydride Complex, Formed in the (Semi)hydrogenation of an β-Enamido Ketone

  摘要：

  sigma-Alkyl iridium hydride complexes are generally postulated as intermediates in iridium-catalyzed hydrogenation. Fast reductive elimination results in the formation of the hydrogenation product. With an beta-enamido ketone as unsaturated substrate, such an intermediate could be trapped because the sernihydrogenated product coordinates trifold to the iridium, generating a stable 18e(-) complex, which does not eliminate.

  DOI：

  10.1021/jo4001349
• 作为产物：
  描述：

  3-amino-1-phenylbut-2-en-1-one 、 乙酰氯 在 吡啶 、 乙醚 作用下， 生成 N-(2-苯甲酰基-1-甲基乙烯基)乙酰胺
  参考文献：
  名称：

  Benary, Chemische Berichte, 1927, vol. 60, p. 1833

  摘要：

  DOI：

文献信息

• A Bulky Three-Hindered Quadrant Bisphosphine Ligand: Synthesis and Application in Rhodium-Catalyzed Asymmetric Hydrogenation of Functionalized Alkenes
  作者：Yuuki Sawatsugawa、Ken Tamura、Natsuhiro Sano、Tsuneo Imamoto

  DOI：10.1021/acs.orglett.9b02702

  日期：2019.11.15

  quadrant bisphosphine ligand, di-1-adamantylphosphino(tert-butylmethylphosphino)methane, named BulkyP*, has been synthesized via a convergent short pathway with chromatography-free procedures. The ligand is a crystalline solid and can be readily handled in air. Its rhodium(I) complex exhibits very high enantioselectivities and catalytic activities in the asymmetric hydrogenation of functionalized alkenes

  庞大的三阻碍象限双膦配体，二-1-金刚烷基膦基（叔丁基甲基膦基）甲烷，称为BulkyP *，是通过收敛的短路径和无色谱方法合成的。配体是结晶固体，可以很容易地在空气中处理。它的铑（I）配合物在官能化烯烃的不对称氢化中表现出很高的对映选择性和催化活性。
• 2,3-BISPHOSPHINOPYRAZINE DERIVATIVE, METHOD FOR PRODUCING SAME, TRANSITION METAL COMPLEX, ASYMMETRIC CATALYST, AND METHOD FOR PRODUCING ORGANIC BORON COMPOUND
  申请人：Nippon Chemical Industrial Co., Ltd.

  公开号：US20210047351A1

  公开（公告）日：2021-02-18

  Provided is a 2,3-bisphosphinopyrazine derivative represented by the following general formula (1), wherein R 1 , R 2 , R 3 , and R 4 represent an optionally substituted straight-chain or branched alkyl group having 1 to 10 carbon atoms, an optionally substituted cycloalkyl group, an optionally substituted adamantyl group, or an optionally substituted phenyl group, R 5 represents an optionally substituted alkyl group having 1 to 10 carbon atoms or an optionally substituted phenyl group, each R 5 may be the same group or a different group, R 6 represents a monovalent substituent, n denotes an integer of 0 to

  给出一个由以下通用公式（1）表示的2,3-双磷酸吡嗪衍生物，其中R1、R2、R3和R4代表一个可选择取代的直链或支链烷基，其碳原子数为1至10，一个可选择取代的环烷基，一个可选择取代的金刚烷基或一个可选择取代的苯基，R5代表一个可选择取代的碳原子数为1至10的烷基或一个可选择取代的苯基，每个R5可以是相同的基团或不同的基团，R6代表一个一价取代基，n表示0至的整数。
• Rhenium-Catalyzed Regioselective Synthesis of Multisubstituted Pyridines from β-Enamino Ketones and Alkynes via C–C Bond Cleavage
  作者：Shun-ichi Yamamoto、Kana Okamoto、Makiko Murakoso、Yoichiro Kuninobu、Kazuhiko Takai

  DOI：10.1021/ol301273j

  日期：2012.6.15

  A new method is described for the regioselective synthesis of multisubstituted pyridine derivatives. Treatment of N-acetyl beta-enamino ketones with alkynes in the presence of the rhenium catalyst, Re-2(CO)(10), gives multisubstituted pyridines regioselectively. In this reaction, the N-acetyl moieties are important for the selective formation of the multisubstituted pyridines. This reaction proceeds via insertion of alkynes into a carbon carbon single bond of beta-enamino ketones, intramolecular nucleophilic cyclization, and elimination of acetic acid.
• Three-Hindered Quadrant Phosphine Ligands with an Aromatic Ring Backbone for the Rhodium-Catalyzed Asymmetric Hydrogenation of Functionalized Alkenes
  作者：Zhenfeng Zhang、Ken Tamura、Daisuke Mayama、Masashi Sugiya、Tsuneo Imamoto

  DOI：10.1021/jo300454n

  日期：2012.4.20

  The three-hindered quadrant phosphine ligands (R)-1-tert-butylmethylphosphino-2-(di-tert-butylphosphino)benzene ((R)-3H-BenzP*) and (R)-2-tert-butylmethylphosphino-3-(di-tert-butylphosphino)quinoxaline ((R)-3H-QuinoxP*) exhibited good to excellent enantioselectivities in the rhodium-catalyzed asymmetric hydrogenation of selected dehydroamino acid derivatives, enamides, and ethenephosphonates.
• Benary, Chemische Berichte, 1927, vol. 60, p. 1833
  作者：Benary

  DOI：——

  日期：——