1-(4-chlorophenyl)-1-(4-methoxyphenyl)prop-2-en-1-ol | 1448819-43-9

• 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: 1-(4-chlorophenyl)-1-(4-methoxyphenyl)prop-2-en-1-ol
• CAS: 1448819-43-9
• 化学式: C₁₆H₁₅ClO₂
• 分子量: 274.747
• InChiKey: MLHYQQHEFIZHCH-UHFFFAOYSA-N

物化性质

• 沸点：
  420.2±45.0 °C(Predicted)
• 密度：
  1.188±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.77
• 重原子数：
  19.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  29.46
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-(4-chlorophenyl)-1-(4-methoxyphenyl)prop-2-en-1-ol 、 安息香精油 以 苯 为溶剂， 反应 34.0h， 以71%的产率得到
  参考文献：
  名称：

  UV Light-Mediated Difunctionalization of Alkenes through Aroyl Radical Addition/1,4-/1,2-Aryl Shift Cascade Reactions

  摘要：

  UV light-mediated difunctionalization of alkenes through an aroyl radical addition/1,4-/1,2-aryl shift has been described. The resulted aroyl radical from a photocleavage reaction added to acrylamide compounds followed by cyclization led to the formation of oxindoles, whereas the addition to cinnamic amides aroused a unique 1,4-aryl shift reaction. Furthermore, the difunctionalization of alkenes of prop-2-en-1-ols was also achieved through aroyl radical addition and a sequential 1,2-aryl shift cascade reaction.

  DOI：

  10.1021/acs.orglett.5b00144
• 作为产物：
  描述：

  4-氯苯甲醛 在 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 1-(4-chlorophenyl)-1-(4-methoxyphenyl)prop-2-en-1-ol
  参考文献：
  名称：

  UV Light-Mediated Difunctionalization of Alkenes through Aroyl Radical Addition/1,4-/1,2-Aryl Shift Cascade Reactions

  摘要：

  UV light-mediated difunctionalization of alkenes through an aroyl radical addition/1,4-/1,2-aryl shift has been described. The resulted aroyl radical from a photocleavage reaction added to acrylamide compounds followed by cyclization led to the formation of oxindoles, whereas the addition to cinnamic amides aroused a unique 1,4-aryl shift reaction. Furthermore, the difunctionalization of alkenes of prop-2-en-1-ols was also achieved through aroyl radical addition and a sequential 1,2-aryl shift cascade reaction.

  DOI：

  10.1021/acs.orglett.5b00144

文献信息

• Metal-free oxidative C(sp³)–H bond functionalization of alkanes and alkylation-initiated radical 1,2-aryl migration in α,α-diaryl allylic alcohols
  作者：Jincan Zhao、Hong Fang、Ruichun Song、Jie Zhou、Jianlin Han、Yi Pan

  DOI：10.1039/c4cc07654k

  日期：——

  An oxidative C(sp(3))-H bond functionalization of alkanes and alkylation-initiated radical 1,2-aryl migration in alpha,alpha-diaryl allylic alcohols using di-tert-butyl peroxide (DTBP) as the oxidant was established, which tolerates a wide range of simple alkane substrates and alpha,alpha-diaryl allylic alcohols for direct preparation of alpha-aryl-beta-alkylated carbonyl ketones.

  建立了使用二叔丁基过氧化物（DTBP）作为氧化剂的烷烃的氧化C（sp（3））-H键官能化和在α，α-二芳基烯丙基醇中烷基化引发的自由基1,2-芳基迁移的方法，它可以耐受多种简单的烷烃底物和直接用于制备α-芳基-β-烷基化羰基酮的α，α-二芳基烯丙基醇。
• Iron-Promoted Difunctionalization of Alkenes by Phenylselenylation/1,2-Aryl Migration
  作者：Ping Wu、Kaikai Wu、Liandi Wang、Zhengkun Yu

  DOI：10.1021/acs.orglett.7b02751

  日期：2017.10.6

  Iron-promoted difunctionalization of α,α-diaryl and α-aryl-α-alkyl allylic alcohols has been efficiently achieved by means of N-(phenylseleno)phthalimide (N-PSP) under mild conditions. An in situ generated phenylselenium cation (PhSe+) was added to the olefinic C═C bond to initiate the regioselective phenylselenylation with concomitant 1,2-aryl migration, following a migration preference contrary to

  铁，α，α-二芳基和α-芳基-α-烷基烯丙基醇的双官能化已在温和的条件下通过N-（苯基硒代）邻苯二甲酰亚胺（N-PSP）有效地实现了。将原位生成的苯基硒阳离子（PhSe +）添加到烯烃的C═C键上，以一种与众所周知的自由基途径相反的迁移偏好，伴随着1,2-芳基迁移，引发区域选择性的苯基硒基化反应。所得到的烯烃双官能化产物，即α-芳基-β-苯基硒烯酮的氢解，以及随后的铜催化的脱氢硒烯化有效地提供了官能化的2-吡唑啉衍生物。
• Visible light-mediated arylalkylation of allylic alcohols through concomitant 1,2-aryl migration
  作者：Hong-Li Huang、Hang Yan、Chao Yang、Wujiong Xia

  DOI：10.1039/c4cc10321a

  日期：——

  A photocatalytic process for selective arylalkylation of allylic alcoholsviaunique 1,2-aryl migration with α-bromo diethyl malonate has been developed.

  一种通过α-溴乙基丙二酸酯进行独特的1,2-芳基迁移的光催化选择性芳基烯丙醇化反应已经开发出来。
• Iron-catalyzed trifluoromethylation with concomitant C–C bond formation via 1,2-migration of an aryl group
  作者：Hiromichi Egami、Ryo Shimizu、Yoshihiko Usui、Mikiko Sodeoka

  DOI：10.1039/c3cc43936d

  日期：——

  Iron-catalyzed trifluoromethylation with concomitant 1,2-migration of an aryl group starting from diaryl allyl alcohol was achieved under mild conditions. This reaction system affords alpha-substituted-beta-trifluoromethyl carbonyl compounds in high efficiency. In the case of substrates bearing different aryl groups, selective migration was observed.

  在温和条件下，实现了铁催化的三氟甲基化反应以及伴随着由二芳基烯丙醇开始的芳基的1,2-迁移。该反应系统高效地提供了α-取代的β-三氟甲基羰基化合物。在带有不同芳基的底物的情况下，观察到选择性迁移。