2-hydroxy-1,2-diphenylhex-4-en-1-one | 137600-59-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: 2-hydroxy-1,2-diphenylhex-4-en-1-one
• 英文别名: (E)-2-hydroxy-1,2-diphenylhex-4-en-1-one
• CAS: 137600-59-0
• 化学式: C₁₈H₁₈O₂
• 分子量: 266.34
• InChiKey: QCRSFIRSFBDILO-NSCUHMNNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (E)-2-丁烯基乙酸酯 、 苯甲醛 在 3,4-二甲基-5-(2-羟乙基)碘代噻唑 、 potassium carbonate 、 三苯基膦 、 palladium dichloride 作用下， 以 二甲基亚砜 为溶剂， 反应 48.0h， 以77%的产率得到2-hydroxy-1,2-diphenylhex-4-en-1-one
  参考文献：
  名称：

  Assembly of functionalized α-hydroxy carbonyl compounds via combination of N-heterocyclic carbene and Pd catalysts

  摘要：

  Functionalized a-hydroxy carbonyl compounds were prepared from various aldehydes and allylic acetates via a multicomponent reaction, which were catalyzed by N-heterocyclic carbene and Pd catalysts in one pot. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2008.11.032

文献信息

• [bmim][Br] as an Inexpensive and Efficient Medium for the Barbier-Type Allylation Reaction Using a Catalytic Amount of Indium: Mechanistic Studies
  作者：Papiya Dey、Mrunesh Koli、Dibakar Goswami、Anubha Sharma、Subrata Chattopadhyay

  DOI：10.1002/ejoc.201800043

  日期：2018.3.22

  The Barbier‐type allylation of aldehydes and ketones can be carried out with both unsubstituted and γ‐substituted allyl bromides using only a catalytic amount (0.1 equiv.) of In metal in [bmim][Br].

  醛和酮的Barbier型烯丙基化反应可以在[bmim] [Br]中仅使用催化量（0.1当量）的In金属与未取代和γ-取代的烯丙基溴进行。
• A highly stereospecific allylation of benzil by using (E)-and (Z)-allylic stannanes via photoinduced electron transfer
  作者：Akio Takuwa、Yutaka Nishigaichi、Takashi Yamaoka、Kenji Lihama

  DOI：10.1039/c39910001359

  日期：——

  Irradiation of benzil in acetonitrile in the presence of (E)- and (Z)-but-2-enyl-, pent-2-enyl-, and hex-2-enyl-tributylstannanes afforded the corresponding (E)- and (Z)-homcallylic alcohols, respectively, with complete retention of the original double bond configuration in good yields.

  在(E)-和(Z)-丁-2-烯基、戊-2-烯基和己-2-烯基三丁基锡烷存在下，在乙腈中辐照苯偶姻，可分别得到相应的(E)-和(Z)-高烯丙基醇，并以良好的收率完全保留了原始双键构型。
• Assembly of functionalized α-hydroxy carbonyl compounds via combination of N-heterocyclic carbene and Pd catalysts
  作者：Jinmei He、Shibing Tang、Shouchu Tang、Jian Liu、Yongquan Sun、Xinfu Pan、Xuegong She

  DOI：10.1016/j.tetlet.2008.11.032

  日期：2009.1

  Functionalized a-hydroxy carbonyl compounds were prepared from various aldehydes and allylic acetates via a multicomponent reaction, which were catalyzed by N-heterocyclic carbene and Pd catalysts in one pot. (c) 2008 Elsevier Ltd. All rights reserved.