1-Phenyl-1-(4-pyridyl)-2-propen-1-ol | 77744-13-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 1-Phenyl-1-(4-pyridyl)-2-propen-1-ol
• 英文别名: 1-phenyl-1-(pyridin-4-yl)prop-2-en-1-ol；1-phenyl-1-(4-pyridyl)prop-2-en-1-ol；α-ethenyl-α-phenyl-4-pyridinemethanol；1-phenyl-1-pyridin-4-ylprop-2-en-1-ol
• CAS: 77744-13-9
• 化学式: C₁₄H₁₃NO
• 分子量: 211.263
• InChiKey: HFNREBOUARWWLB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  33.12
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-Phenyl-1-(4-pyridyl)-2-propen-1-ol 在 4-二甲氨基吡啶 、 bis(acetylacetonato)palladium(II) 、 1,2-双(二苯基膦)乙烷 作用下， 以 四氢呋喃 、 三乙胺 为溶剂， 反应 28.0h， 生成 (E)-1-(4-Pyridyl)-1-phenyl-3-dimethylamino-propen
  参考文献：
  名称：

  Synthesis of 3-aryl-3-pyridylallylamines related to zimelidine via palladium-catalyzed amination

  摘要：

  DOI：

  10.1021/jo00330a019
• 作为产物：
  描述：

  乙烯基溴化镁 、 4-苯甲酰吡啶 以31%的产率得到
  参考文献：
  名称：

  BACKVALL, J. -E.;NORDBERG, R. E.;NYSTROM, J. -E.;HOGBERG, T.;ULFF, B., J. ORG. CHEM., 1981, 46, N 17, 3479-3483

  摘要：

  DOI：

文献信息

• Radical 1,2-Alkylarylation/Acylarylation of Allylic Alcohols with Aldehydes via Neophyl Rearrangement
  作者：Changduo Pan、Qingting Ni、Yu Fu、Jin-Tao Yu

  DOI：10.1021/acs.joc.7b01255

  日期：2017.7.21

  A metal-free 1,2-alkylarylation of allylic alcohols with aliphatic aldehydes through concomitant radical neophyl rearrangement was developed, providing 1,2-diphenyl-3-alkyl propanones in moderate to good yields. Moreover, when cyclopropanecarbaldehyde and aryl carbaldehydes were concerned, acylarylation was involved leading to 1,4-dicarbonyl compounds.

  通过伴随的自由基新生物重排，开发了烯丙基醇与脂族醛的无金属1,2-烷基芳基化反应，从而以中等至良好的产率提供了1,2-二苯基-3-烷基丙烷。此外，当涉及环丙烷甲醛和芳基甲醛时，涉及到酰基芳基化反应，从而生成1，4-二羰基化合物。
• Synthesis and Photochromism of Novel Pyridyl-Substituted Naphthopyrans
  作者：Orlando D. C. C. de Azevedo、Paul I. P. Elliott、Christopher D. Gabbutt、B. Mark Heron、Kyle J. Lord、Christopher Pullen

  DOI：10.1021/acs.joc.0c01296

  日期：2020.8.21

  Multitarget synthetic strategies to access novel photochromic 3H-naphtho[2,1-b]pyrans decorated with pyridyl units are described. The new pyridyl-substituted 3H-naphtho[2,1-b]pyrans display good photochromic properties with reversible generation of photomerocyanines, which exhibit mainly orange/red hues. Photochromic parameters including photocolorability and persistence of color vary tremendously

  描述了多目标合成策略，以访问新型的吡啶基单元修饰的光致变色3 H-萘[ 2,1- b ]吡喃。新的吡啶基取代的3 H-萘[ 2,1 - b ]吡喃具有良好的光致变色特性，可逆生成的光金属花青素主要表现为橙色/红色。光致变色参数（包括光致变色性和颜色的持久性）在萘并吡喃核的结构修饰上有很大差异。
• Oxidative radical 1,2-alkylarylation of alkenes with α-C(sp³)–H bonds of acetonitriles involving 1,2-aryl migration
  作者：Yang Li、Bang Liu、Hai-Bing Li、Qiuan Wang、Jin-Heng Li

  DOI：10.1039/c4cc08902b

  日期：——

  unactivated alkenes with the alpha-C(sp(3))-H bonds of acetonitriles for the synthesis of 5-oxo-pentanenitriles is presented. In the presence of TBPB (tert-butyl peroxybenzoate), a variety of alpha-aryl allylic alcohols underwent the 1,2-alkylarylation reaction with acetonitriles, giving 5-oxo-pentanenitriles in good to excellent yields. This method proceeds via the C(sp(3))-H oxidative coupling with the

  提出了一种新型的无金属的未活化烯烃与乙腈的α-C（sp（3））-H键的无金属氧化1,2-烷基芳基化反应，用于合成5-氧代戊腈。在TBPB（过氧苯甲酸叔丁酯）存在下，各种α-芳基烯丙基醇与乙腈进行1,2-烷基芳基化反应，得到5-氧代戊戊腈，收率良好至优异。此方法通过与CC双键和1,2-芳基迁移的C（sp（3））-H氧化偶联进行，并且代表了通过无金属的氧化烯烃1,2-烷基芳基化反应获得无环分子的新途径。
• Visible-light-induced 1,2-alkylarylation of alkenes with a-C(sp3)–H bonds of acetonitriles involving neophyl rearrangement under transition-metal-free conditions
  作者：Qiao-Lin Wang、Zan Chen、Cong-Shan Zhou、Bi-Quan Xiong、Pan-Liang Zhang、Chang-An Yang、Yu Liu、Quan Zhou

  DOI：10.1016/j.tetlet.2018.11.025

  日期：2018.12

  An efficient visible-light-induced difunctionalization of alkenes with a-C(sp3)–H bonds of nitriles is described for the constructing of diverse 5-oxo-pentanenitriles under transition-metal-free conditions. This protocol proceeds via the functionalization of C(sp3)–H bond and radical addition/intramolecular 1,2-aryl migration processes, which features a wide scope of substituted α,α-diaryl allylic

  与烯烃的有效可见光诱导difunctionalization一个-C（SP 3）腈-H债券的多样5-构建被描述氧代-pentanenitriles过渡金属-自由条件下进行。该协议通过C（SP 3）–H键的功能化和自由基加成/分子内1,2-芳基迁移过程进行，该过程具有范围广泛的取代α，α-二芳基烯丙基醇。动力学同位素实验的结果表明，乙腈C（SP 3）–H键的裂解是一个限速步骤。
• Visible-Light Photocatalytic Difluoroalkylation-Induced 1, 2-Heteroarene Migration of Allylic Alcohols in Batch and Flow
  作者：Xiao-Jing Wei、Timothy Noël

  DOI：10.1021/acs.joc.8b01624

  日期：2018.9.21

  A convenient method for the preparation of sp(3)-rich heterocycles is reported. The method comprises a photocatalytic difluoroalkylation-induced 1,2-heteroarene migration of allylic alcohols. Here we describe for the first time the benefits of using flow to facilitate such migration reactions, including shorter reaction times, higher selectivities, and opportunities to scale the chemistry.