3-((tert-butylamino)methylene)pentane-2,4-dione | 53630-82-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-((tert-butylamino)methylene)pentane-2,4-dione
• 英文别名: 1,1-Diacetyl-2-tert.-butylaminoethylen；3-[(tert-butylamino)methylidene]pentane-2,4-dione
• CAS: 53630-82-3
• 化学式: C₁₀H₁₇NO₂
• 分子量: 183.25
• InChiKey: MALSQMXSSSUGQQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  乙酰丙酮 生成 3-((tert-butylamino)methylene)pentane-2,4-dione
  参考文献：
  名称：

  ITO YOSHIHIKO; FUJII SYOTARO; KONOIKE TOSHIRO; SAEGUSA TAKEO, SYNTH. COMMUNS, 1976, 6, NO 6, 429-433

  摘要：

  DOI：

文献信息

• Synthesis of β-Aminoenones via Cross-Coupling of In-Situ-Generated Isocyanides with 1,3-Dicarbonyl Compounds
  作者：Xingxing Ma、Yao Zhou、Qiuling Song

  DOI：10.1021/acs.orglett.8b01888

  日期：2018.8.17

  An efficient and practical strategy for the synthesis of β-aminoenones from a three-component reaction was developed. Ethyl bromodifluoroacetate serves as a C1 source in this strategy, forming isocyanides in situ with primary amines. This reaction represents the first example of utilization of readily available starting materials to generate isocyanides in situ and sequentially fully converted to β-aminoenones

  提出了一种由三组分反应合成β-氨基烯酮的有效而实用的策略。溴二氟乙酸乙酯在此策略中用作C1来源，与伯胺原位形成异氰化物。该反应代表了利用容易获得的原料就地生成异氰化物并依次完全转化为β-氨基烯酮的第一实例，从而避免了副产物亚胺和过度插入产物的产生。机理研究表明，该方法涉及两个C（sp 3）-F键的活化和异氰酸酯的形成，这可能同时促进异氰酸酯化学和氟化学的发展。
• A new preparation and some reactions of organocopper(I) isonitrile complexes
  作者：Yoshihiko Ito、Toshiro Konoike、Takeo Saegusa

  DOI：10.1016/s0022-328x(00)80312-5

  日期：1975.2

  A new preparation and some reactions of organocopper(I) isonitrile complexes are described. In the presence of isonitrile (RNC), some active hydrogen compounds (R'H) react smoothly with Cu2O and with metallic copper, evolving H2O and hydrogen, respectively, to produce organocopper(I) isonitrile complexes, R'Cu(RNC)2. The isonitrile insertion and the oxidative coupling by iodine of these complexes are

  描述了一种有机铜（I）异腈配合物的新制备方法和一些反应。在存在异腈（RNC）的情况下，一些活性氢化合物（R'H）与Cu 2 O和金属铜平稳反应，分别释放出H 2 O和氢，从而生成有机铜（I）异腈配合物R'Cu （RNC）2。这些配合物的异腈插入和碘的氧化偶合在此描述。
• Factors affecting O, C and N acetylation of enamines of the type R1COCαHCβHNHR2
  作者：Lech Kozerski

  DOI：10.1016/0040-4020(76)80086-5

  日期：1976.1

  Acetylation of the title enamino ketones with acetyl chloride was carried out in pyridine or ether with an without base. N-acetyl derivatives were obtained in pure ether, but activation of O and C nucleophilic centers was promoted by the presence of base. Electronic and structural factors governing regioselectivity of reaction are discussed.

  在没有碱的吡啶或醚中，用乙酰氯对标题烯氨基酮进行乙酰化。N-乙酰基衍生物是在纯醚中获得的，但碱的存在促进了O和C亲核中心的活化。讨论了控制反应区域选择性的电子和结构因素。
• Synthesis of Cyclic Compounds via Copper-Isonitrile Complexes
  作者：Takeo SAEGUSA、Yoshihiko ITO

  DOI：10.1055/s-1975-23737

  日期：——
• NMR Part 4 —17O NMR study of 2,2-diacylenamines of Enaminones
  作者：Jin-Cong Zhuo

  DOI：10.1002/(sici)1097-458x(199707)35:7<432::aid-omr107>3.0.co;2-f

  日期：1997.7

  Natural abundance 170 NMR spectra of 41 2,2-diacylenamines (enamino diketones and enamino diesters), recorded in acetonitrile solution, are reported. Tertiary enamino diketones show only one O-17 signal; primary and secondary derivatives show two O-17 signals. The shift difference (Delta delta(HB)) between the two carbonyl groups is mainly attributed to intramolecular hydrogen bonding and depends on the donor property of the amino group and the structure of the enamino diketone. The delta(O-17) values correlate well with the pK(a) values of amines. Correlations of delta(O-17-1) values for the chelated carbonyl group with their delta(C-13-1) and delta(C-13-2) values are observed. (C) 1997 by John Wiley & Sons, Ltd.