N-methylbuta-2,3-dien-1-amine | 83365-38-2

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-methylbuta-2,3-dien-1-amine
• 英文别名: N-methyl-2,3-butadienylamine；buta-2,3-dienyl-methyl-amine；4-Methylamino-buta-1,2-dien
• CAS: 83365-38-2
• 化学式: C₅H₉N
• 分子量: 83.1332
• InChiKey: VBPIIQGXPJLJPR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  6
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-methylbuta-2,3-dien-1-amine 、 methyl 1-methyl-2,6-dioxopiperidine-3-carboxylate 以 甲苯 为溶剂， 以30%的产率得到N-(buta-2,3-dien-1-yl)-N,1-dimethyl-2,6-dioxopiperidine-3-carboxamide
  参考文献：
  名称：

  Stereoselective Spirolactam Synthesis via Palladium Catalyzed Arylative Allene Carbocyclization Cascades

  摘要：

  A diastereoselective arylative carbocyclization of pro-nucleophile-linked allenes with aryl and heteroaryl halides to provide spirocyclic lactam products with moderate to high diastereoselectivities and good yields under Pd(0) catalysis is reported. Being operationally simple and tolerant of multiple points of diversity, this complexity building reaction cascade, in which two new carbon-carbon bonds and one new heterocyclic ring are created, should be of high value in both complex natural product synthesis as well as compound library synthesis.

  DOI：

  10.1021/ol101425y
• 作为产物：
  描述：

  乙烯基乙炔 、 甲胺 在 水 作用下， 生成 N-methylbuta-2,3-dien-1-amine
  参考文献：
  名称：

  Allenic and Acetylenic Amines from Vinylacetylene

  摘要：

  DOI：

  10.1021/ja01582a032

文献信息

• Palladium-catalyzed carboxylative cyclization of α-allenyl amines in dense carbon dioxide
  作者：Yoshihito Kayaki、Naoko Mori、Takao Ikariya

  DOI：10.1016/j.tetlet.2009.09.015

  日期：2009.11

  Carboxylative transformation of 2,3-allenic amines into 5-vinyl-1,3-oxazolidin-2-ones was promoted by palladium catalysts under a pressurized CO2 condition. The presence of a stereogenic center adjacent to the allene group resulted in the formation of the corresponding cyclic urethane as a single trans-diastereomer.

  在加压的CO 2条件下，钯催化剂促进了2,3-烯丙胺向5-乙烯基-1,3-恶唑烷-2-酮的羧化转化。邻近丙二烯基的立构中心的存在导致形成相应的环状氨基甲酸酯作为单一的反式非对映异构体。
• Photochemical and photophysical studies of amines with excited flavins. Relevance to the mechanism of action of the flavin-dependent monoamine oxidase
  作者：J. T. Simpson、A. Krantz、F. D. Lewis、B. Kokel

  DOI：10.1021/ja00389a044

  日期：1982.12
• Stereoselective Spirolactam Synthesis via Palladium Catalyzed Arylative Allene Carbocyclization Cascades
  作者：Meiling Li、Darren J. Dixon

  DOI：10.1021/ol101425y

  日期：2010.9.3

  A diastereoselective arylative carbocyclization of pro-nucleophile-linked allenes with aryl and heteroaryl halides to provide spirocyclic lactam products with moderate to high diastereoselectivities and good yields under Pd(0) catalysis is reported. Being operationally simple and tolerant of multiple points of diversity, this complexity building reaction cascade, in which two new carbon-carbon bonds and one new heterocyclic ring are created, should be of high value in both complex natural product synthesis as well as compound library synthesis.
• Allenic and Acetylenic Amines from Vinylacetylene
  作者：V. A. Engelhardt

  DOI：10.1021/ja01582a032

  日期：1956.1