N-Allyl-1,5-diphenylpent-4-enylamine | 131529-86-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-Allyl-1,5-diphenylpent-4-enylamine
• 英文别名: (E)-1,5-diphenyl-N-prop-2-enylpent-4-en-1-amine
• CAS: 131529-86-7
• 化学式: C₂₀H₂₃N
• 分子量: 277.409
• InChiKey: FTCPWJVABZARAC-UKTHLTGXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  21
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 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-Allyl-1,5-diphenylpent-4-enylamine 在 N-氯代丁二酰亚胺 、 偶氮二异丁腈 、 三正丁基氢锡 作用下， 生成 2-methyl-1,5-diphenylpyrrolizidine 、 2-methyl-1,5-diphenylpyrrolizidine
  参考文献：
  名称：

  Tandem cyclization of N-allylaminyl radicals: Stereoselective synthesis of 1,2,5-trisubstituted pyrrolizidines

  摘要：

  Radical reaction of N-allylalk-4-enylaminyl radicals, generated from the corresponding N-chloroamines by treatment with Bu3SnH-AIBN in refluxing toluene, was carried out. Tandem cyclization of the resulting neutral aminyl radicals readily took place stereoselectively to give 1,2,5-trisubstituted pyrrolizidines and a pyrroloindole derivative as a sole product in good yields. The cyclization products contained only two stereoisomers in each reaction, indicating that both of the consecutive cyclizations proceeded in a stereoselective manner. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)00308-7
• 作为产物：
  描述：

  ethyl 2-benzoyl-5-phenyl-4-pentynoate 在 lithium aluminium tetrahydride 、 sodium cyanoborohydride 作用下， 以 四氢呋喃 为溶剂， 生成 N-Allyl-1,5-diphenylpent-4-enylamine
  参考文献：
  名称：

  New facile synthesis of substituted 2-benzylidene-pyrrolidines by the anionic cyclization of δ-alkynylamines

  摘要：

  DOI：

  10.1016/s0040-4039(00)98070-5

文献信息

• New facile synthesis of substituted 2-benzylidene-pyrrolidines by the anionic cyclization of δ-alkynylamines
  作者：Masao Tokuda、Hirotake Fujita、Hiroshi Suginome

  DOI：10.1016/s0040-4039(00)98070-5

  日期：——
• TOKUDA, MASAO;FUJITA, HIROTAKE;SUGINOME, HIROSHI, TETRAHEDRON LETT., 31,(1990) N7, C. 5353-5356
  作者：TOKUDA, MASAO、FUJITA, HIROTAKE、SUGINOME, HIROSHI

  DOI：——

  日期：——
• New Anionic Cyclization of 4- and 5-Alkynylamines: Synthesis of 2-Benzylidene Pyrrolidines and Piperidines
  作者：Masao Tokuda、Hirotake Fujita、Makoto Nitta、Hiroshi Suginome

  DOI：10.3987/com-95-s50

  日期：——

  Treatment of 4- and 5-alkynylamines with 0.5-1.2 equiv. of butyllithium brought about a facile anionic cyclization, giving the corresponding enamine pyrrolidines and piperidines having an exo double bond in high yields. Treatment of 4-alkynamides with lithium aluminum hydride also gave the similar enamine pyrrolidines in high yields.
• Tandem cyclization of N-allylaminyl radicals: Stereoselective synthesis of 1,2,5-trisubstituted pyrrolizidines
  作者：Hisanori Senboku、Yoshinori Kajizuka、Hikaru Hasegawa、Hirotake Fujita、Hiroshi Suginome、Kazuhiko Orito、Masao Tokuda

  DOI：10.1016/s0040-4020(99)00308-7

  日期：1999.5

  Radical reaction of N-allylalk-4-enylaminyl radicals, generated from the corresponding N-chloroamines by treatment with Bu3SnH-AIBN in refluxing toluene, was carried out. Tandem cyclization of the resulting neutral aminyl radicals readily took place stereoselectively to give 1,2,5-trisubstituted pyrrolizidines and a pyrroloindole derivative as a sole product in good yields. The cyclization products contained only two stereoisomers in each reaction, indicating that both of the consecutive cyclizations proceeded in a stereoselective manner. (C) 1999 Elsevier Science Ltd. All rights reserved.