N-(1-methyl-2-butenyl)aniline

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-(1-methyl-2-butenyl)aniline
• 英文别名: N-[(2e)-1-methylbut-2-en-1-yl]aniline；N-[(E)-pent-3-en-2-yl]aniline
• 化学式: C₁₁H₁₅N
• 分子量: 161.247
• InChiKey: HYDCNLRVDPZUPE-XVNBXDOJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 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-(1-methyl-2-butenyl)aniline 在 potassium carbonate 、 臭氧 作用下， 以 甲醇 为溶剂， 反应 18.08h， 生成 N-methoxyacetyl-N-(1-hydroxyprop-2-yl)aniline
  参考文献：
  名称：

  摘要：

  Oxidation of N- and C-alkenylanilines with ozone under conditions of alcohol formation was studied. Depending on the structure of the alkenyl moiety, the reaction yields aryl-substituted propanols, pentanediols, or tetrahydropyran.

  DOI：

  10.1023/a:1012760303749
• 作为产物：
  描述：

  苯胺 在 magnesium sulfate 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 15.0h， 生成 N-(1-methyl-2-butenyl)aniline
  参考文献：
  名称：

  A modular approach to α,β-unsaturated N-aryl ketonitrones

  摘要：

  A modular approach to alpha,beta-unsaturated N-aryl ketonitrones has been developed. Specifically, condensation of anilines and enals followed by alkylation of the resulting alpha,beta-unsaturated imines provided N-allyl anilines, which were subjected to oxidation with Oxone (R) to form alpha,beta-unsaturated N-aryl ketonitrones. This modular approach is general and provides rapid access to diversely substituted alpha,beta-unsaturated N-aryl ketonitrones with a single purification step in good yields. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.06.083

文献信息

• Synthesis of N−H Bearing Imidazolidinones and Dihydroimidazolones Using Aza‐Heck Cyclizations
  作者：Feiyang Xu、Scott A. Shuler、Donald A. Watson

  DOI：10.1002/anie.201806295

  日期：2018.9.10

  The synthesis of unsaturated, unprotected imidazolidinones via an aza‐Heck reaction is described. This palladium‐catalyzed process allows for the cyclization of N‐phenoxy ureas onto pendant alkenes. The reaction has broad functional group tolerance, can be applied to complex ring topologies, and can be used to directly prepare mono‐ and bis‐unprotected imidazolidinones. By addition of Bu4NI, dihydroimidazolones

  描述了通过氮杂赫克反应合成不饱和、未保护的咪唑啉酮。这种钯催化的过程允许N-苯氧基脲环化到侧链烯烃上。该反应具有广泛的官能团耐受性，可应用于复杂的环拓扑，并可用于直接制备单和双未保护的咪唑啉酮。通过添加Bu 4 NI，可以从相同的起始材料获得二氢咪唑酮。还报道了制备不饱和、未保护的内酰胺的改进条件。
• Palladium-catalyzed Reactions of 1,3-Dienes with Active Methylene Compounds. IV. Palladium-diphosphine Complex Catalysts
  作者：Kuniyuki Takahashi、Akihisa Miyake、Go Hata

  DOI：10.1246/bcsj.45.1183

  日期：1972.4

  Active methylene compounds, such as acetylacetone and ethyl acetoacetate, reacted with 1,3-butadiene in the presence of palladium-diphosphine complex catalysts to yield two 1 : 1 adducts, 1 and 2. Primary and secondary amines also afforded two 1 : 1 adducts, 10 and 11. Isoprene, 1,3-pentadiene, and 2,4-hexadiene also reacted with the active methylene compounds and the amines in a manner similar to

  活性亚甲基化合物，例如乙酰丙酮和乙酰乙酸乙酯，在钯-二膦配合物催化剂的存在下与 1,3-丁二烯反应，产生两种 1:1 加合物，1 和 2。伯胺和仲胺也提供两种 1:1 加合物、10和11。异戊二烯、1,3-戊二烯和2,4-己二烯也以与1,3-丁二烯类似的方式与活性亚甲基化合物和胺反应。最有效和最容易获得的催化剂是 PdBr2(Ph2PCH2CH2PPh2)2 和苯酚钠的组合。
• Synthesis of (1′ <i>S</i> *,2 <i>R</i> *,3 <i>R</i> *)‐ and (1′ <i>S</i> *,2 <i>R</i> *,3 <i>S</i> *)‐ <i>N</i> ‐arylsulfonyl‐2‐(1′‐halogenethyl)‐3‐methylindolines and their selective toxicity against SH‐SY5Y cell line
  作者：Rail R. Gataullin、Zulfia R. Zileeva、Marina A. Maksimova、Liana F. Zainullina、Yuliya V. Vakhitova

  DOI：10.1002/jhet.3861

  日期：2020.3

  N‐tosyl‐2‐ and N‐tosyl‐4‐halogen‐substituted derivatives of 2‐(1‐methylbut‐2‐en‐1‐yl)aniline were synthesized and their molecular iodine‐mediated cyclization was investigated. The cyclization upon interaction of N‐tosyl‐6‐methyl‐2‐(1‐methylbut‐2‐en‐1‐yl)aniline with molecular iodine in methyl tert‐butyl ether or acetonitrile was studied, as well as the interaction of this sulfonamide with N‐bromosucinimide

  合成了2-（1-甲基丁-2-烯-1-基）苯胺的N-甲苯磺酰基-2-和N-甲苯磺酰基-4-卤素取代的衍生物，并研究了它们的分子碘介导的环化作用。研究了甲基叔丁基醚或乙腈中N-甲苯磺酰基-6-甲基-2-（1-甲基丁-2-烯-1-基）苯胺与分子碘相互作用时的环化反应磺酰胺与N-溴磺酰亚胺在二氯甲烷中。合成（2 R *，3 R *）‐和（2 R *，3 S *）‐ N-芳基磺酰基-2-（1-卤代乙基）-3-甲基吲哚啉衍生物对HEK293细胞，SH-SY5Y，Jurkat和HepG2细胞系具有细胞毒活性。化合物（2 R *，3 S *）- N-芳基磺酰基-7-溴-2-（1-卤代乙基）-3-甲基吲哚顺式4a，立体异构体（2 R *，3 R *）-反式4h和（2 - [R *，3小号*） - ñ甲苯磺酰基-7-氯-2-（1-卤代乙基）-3-甲基二氢吲哚顺式- 4H对SH-SY5Y细胞系表现出选择性毒性（IC
• Abdrakhmanov, I. B.; Sharafutdinov, V. M.; Dzhemilev, U. M., Journal of applied chemistry of the USSR, 1982, vol. 55, # 9, p. 1950 - 1952
  作者：Abdrakhmanov, I. B.、Sharafutdinov, V. M.、Dzhemilev, U. M.、Tal'vinskii, E. V.、Sagitdinov, I. A.、Tolstikov, G. A.

  DOI：——

  日期：——
• Abdrakhmanov, I.B.; Sharafutdidov, V.M.; Tolstikov, G.A., Journal of Organic Chemistry USSR (English Translation), 1984, vol. 20, # 3, p. 562 - 564
  作者：Abdrakhmanov, I.B.、Sharafutdidov, V.M.、Tolstikov, G.A.

  DOI：——

  日期：——