2-(4-allylphenyl)-1,3-dioxolane | 1184723-05-4

• 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: 2-(4-allylphenyl)-1,3-dioxolane
• 英文别名: 2-(4-Prop-2-enylphenyl)-1,3-dioxolane
• CAS: 1184723-05-4
• 化学式: C₁₂H₁₄O₂
• mdl: MFCD11553749
• 分子量: 190.242
• InChiKey: CAVGLAQGBZDRHB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.333
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(4-allylphenyl)-1,3-dioxolane 在 盐酸 、 dichloro[1,3-bis(2-methylphenyl)-2-imidazolidinylidene](benzylidene) (tricyclohexylphosphine) ruthenium(II) 、 ammonium acetate 、 氧气 作用下， 以 四氢呋喃 、 5,5-dimethyl-1,3-cyclohexadiene 、 水 为溶剂， 130.0 ℃ 、101.33 kPa 条件下， 反应 74.0h， 生成 4-烯丙基苯甲腈
  参考文献：
  名称：

  有氧氧化伯胺和原位生成的胺与格鲁布斯催化剂从醛和铵盐中合成腈

  摘要：

  本文报道了格鲁布斯催化的伯胺的需氧氧化合成腈的路线。该反应可容纳多种底物，包括简单的伯胺，空间受阻的β，β-二取代胺，烯丙胺，苄胺和α-氨基酯。还指出了与各种官能团的反应相容性，特别是与烯烃，炔烃，卤素，酯，甲硅烷基醚和游离羟基的相容性。腈也是通过醛和NH 4 OAc原位生成的亚胺氧化合成的。

  DOI：

  10.1002/adsc.202000663
• 作为产物：
  描述：

  2-(4-溴苄基)异吲哚啉-1,3-二酮 在 dichloro[1,3-bis(2-methylphenyl)-2-imidazolidinylidene](benzylidene) (tricyclohexylphosphine) ruthenium(II) 、 hydrazine hydrate 、 碘 、 氧气 、 对甲苯磺酸 、 magnesium 作用下， 以 四氢呋喃 、 乙醇 、 甲苯 为溶剂， 110.0 ℃ 、101.33 kPa 条件下， 反应 39.0h， 生成 2-(4-allylphenyl)-1,3-dioxolane
  参考文献：
  名称：

  有氧氧化伯胺和原位生成的胺与格鲁布斯催化剂从醛和铵盐中合成腈

  摘要：

  本文报道了格鲁布斯催化的伯胺的需氧氧化合成腈的路线。该反应可容纳多种底物，包括简单的伯胺，空间受阻的β，β-二取代胺，烯丙胺，苄胺和α-氨基酯。还指出了与各种官能团的反应相容性，特别是与烯烃，炔烃，卤素，酯，甲硅烷基醚和游离羟基的相容性。腈也是通过醛和NH 4 OAc原位生成的亚胺氧化合成的。

  DOI：

  10.1002/adsc.202000663

文献信息

• NEW NO-DONOR ASPIRIN DERIVATIVES
  申请人：Fruttero Roberta

  公开号：US20100210694A1

  公开（公告）日：2010-08-19

  The present invention refers to new NO-donors aspirin derivatives, a process for their preparation and pharmaceutical compositions containing them.

  本发明涉及一种新的NO供体阿司匹林衍生物，其制备方法和包含它们的药物组合物。
• Acetalization Allows the Photoheterolysis of the Ar–Cl Bond in Chlorobenzaldehydes and Chloroacetophenones
  作者：Carlotta Raviola、Stefano Protti、Davide Ravelli、Mariella Mella、Angelo Albini、Maurizio Fagnoni

  DOI：10.1021/jo3016264

  日期：2012.10.19

  The nonaccessibility of phenyl cations by irradiation of electron poor aryl chlorides was circumvented by transforming the carbonyl group of aromatic ketones or aldehydes into the corresponding 1,3-dioxolanes and the carboxyl group of benzoate ester into an orthoester functionality. This transformation allowed the heterolytic photoactivation of the Ar-Cl bond in protic media and the generation of phenyl cations. In the presence of pi-bond nucleophiles, arylated products were obtained in good to excellent yields.
• (Nitrooxyacyloxy)methyl Esters of Aspirin as Novel Nitric Oxide Releasing Aspirins
  作者：Loretta Lazzarato、Monica Donnola、Barbara Rolando、Konstantin Chegaev、Elisabetta Marini、Clara Cena、Antonella Di Stilo、Roberta Fruttero、Stefano Biondi、Ennio Ongini、Alberto Gasco

  DOI：10.1021/jm900587h

  日期：2009.8.27

  A series of (nitrooxyacyloxy)methyl esters of aspirin were synthesized and evaluated as new NO-donor aspirins. Different amounts of aspirin were released in serum from these products according to the nature of nitrooxyacyloxy moiety present, In the aromatic series, there is a rather good linear correlation between the amount of aspirin released and the potencies of the products in inhibiting platelet aggregation induced by collagen. Both the native compounds and the related nitrooxy-substituted acid metabolites were able to relax rat aorta strips precontracted with phenylephrine, in keeping with a NO-induced activation or the sGC as a mechanism that underlies the vasodilator effect. The products here described are new improved examples of NO-donor aspirins containing nitrooxy groups. They could represent all alternative to the use of aspirin ill a variety of clinical applications.
• [EN] NEW NO-DONOR ASPIRIN DERIVATIVES<br/>[FR] NOUVEAUX DÉRIVÉS D'ASPIRINE DONNEURS NO
  申请人：NICOX SA

  公开号：WO2009049961A2

  公开（公告）日：2009-04-23

  The present invention refers to new NO-donors aspirin derivatives, a process for their preparation and pharmaceutical compositions containing them.
• Nitrile Synthesis by Aerobic Oxidation of Primary Amines and <i>in</i>   <i>situ</i> Generated Imines from Aldehydes and Ammonium Salt with Grubbs Catalyst
  作者：Tatsuki Utsumi、Kenta Noda、Daichi Kawauchi、Hirofumi Ueda、Hidetoshi Tokuyama

  DOI：10.1002/adsc.202000663

  日期：2020.9.8

  reported. This reaction accommodates a variety of substrates, including simple primary amines, sterically hindered β,β‐disubstituted amines, allylamine, benzylamines, and α‐amino esters. Reaction compatibility with various functionalities is also noted, particularly with alkenes, alkynes, halogens, esters, silyl ethers, and free hydroxyl groups. The nitriles were also synthesized via the oxidation of

  本文报道了格鲁布斯催化的伯胺的需氧氧化合成腈的路线。该反应可容纳多种底物，包括简单的伯胺，空间受阻的β，β-二取代胺，烯丙胺，苄胺和α-氨基酯。还指出了与各种官能团的反应相容性，特别是与烯烃，炔烃，卤素，酯，甲硅烷基醚和游离羟基的相容性。腈也是通过醛和NH 4 OAc原位生成的亚胺氧化合成的。