3-(2'-furanyl)cyclohexanone | 33297-29-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 3-(2'-furanyl)cyclohexanone
• 英文别名: 3-(furan-2-yl)cyclohexan-1-one
• CAS: 33297-29-9
• 化学式: C₁₀H₁₂O₂
• 分子量: 164.204
• InChiKey: KRUWEXAIZQOUKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  四氢吡咯 、 3-(2'-furanyl)cyclohexanone 在 chloro(1,5-cyclooctadiene)rhodium(I) dimer 、 三(2-呋喃基)膦 、 氢气 作用下， 以 1,4-二氧六环 为溶剂， 80.0 ℃ 、4.0 MPa 条件下， 反应 22.0h， 以63%的产率得到
  参考文献：
  名称：

  具有高对映和非对映控制的连续形成C–C和C–N键的过程：使用氢化催化剂对手性酮进行直接还原胺化†

  摘要：

  在Rh催化的3-芳基环己酮的还原胺化反应中观察到高非对映选择性，从而形成叔胺。将其并入一锅对映体选择性共轭物加成和非对映体选择性还原胺化中，包括一个辅助串联催化的例子。

  DOI：

  10.1039/c9cc00923j
• 作为产物：
  描述：

  2-环己烯-1-酮 、 呋喃-2-硼酸频哪醇酯 在 potassium phosphate 、 [Rh(OH)(cod)]2 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 16.0h， 以32%的产率得到3-(2'-furanyl)cyclohexanone
  参考文献：
  名称：

  Heteroarylboronates in Rhodium-Catalyzed 1,4-Addition to Enones

  摘要：

  Rhodium(I)-catalyzed 1,4-addition of aryl and alkenylboronic acids to alpha,beta-unsaturated carbonyl compounds is well established, but the transfer of heteroaryl residues in this reaction remains underdeveloped. We have studied heteroaryl MIDA and pinacol boronates as alternatives to the labile boronic acid counterparts. Under racemic conditions, 12 adducts with heteroaryl residues, among them unsubstituted 3- and 4-pyridinyl, 2-furanyl, thienyl, and pyrrolyl groups, were obtained in moderate to excellent yields. The enantioselective version of the reaction proved highly sensitive to the electronic character of the heteroaryl substituents, with boronates carrying electron-rich residues giving modest to high yields but consistently high enantiomeric excesses.

  DOI：

  10.1021/ol502630w

文献信息

• Reactions of higher order cyanocuprates derived from 2-lithiated furans: scope, limitations, and synthetic utility
  作者：John S Ng、James R Behling、Arthur L Campbell、Duy Nguyen、Bruce Lipshutz

  DOI：10.1016/0040-4039(88)85081-0

  日期：1988.1

  A general study on the chemistry of higher order organocuprates derived from 2-lithiated furans with enones, epoxides, aldehydes and halides is described.

  描述了对由2-锂化的呋喃与烯酮，环氧化物，醛和卤化物衍生的高级有机铜酸盐的化学性质的一般研究。
• Process For Production of 2-Benzylphenol Compound
  申请人：Kawazoe Kentaro

  公开号：US20080194882A1

  公开（公告）日：2008-08-14

  A process for producing a 2-benzylphenol compound represented by the following formula (2): wherein, R 1 , R 2 , R 3 and R 4 may be the same or different and are each independently hydrogen atom, alkyl group or the like; and R 5 , R 6 , R 7 , R 8 and R 9 are the same or different and are each independently hydrogen atom, alkyl group or the like, the process including reacting, in the presence of a dehydrogenating agent, a benzylidenecyclohexanone compound represented by the following formula (1) wherein, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 and R 9 have the same definitions as given above).

  一种生产以下式子(2)所代表的2-苄基苯酚化合物的方法： 其中，R1、R2、R3和R4可能相同或不同，分别独立地为氢原子、烷基或类似物；而R5、R6、R7、R8和R9也可能相同或不同，分别独立地为氢原子、烷基或类似物。该方法包括在脱氢剂存在下反应以下式子(1)所代表的苄基环己酮化合物： 其中，R1、R2、R3、R4、R5、R6、R7、R8和R9的定义与上述相同。
• METHOD FOR PRODUCING 2-BENZYLPHENOL COMPOUND
  申请人：IHARA CHEMICAL INDUSTRY CO., LTD.

  公开号：EP1810957A1

  公开（公告）日：2007-07-25

  [Task] Provide a process for producing a 2-benzylphenol compound easily, efficiently and selectively. [Means for Achievement] A process for producing a 2-benzylphenol compound represented by the following general formula (2) (in the formula, R1, R2, R3 and R4 may be the same or different and are each independently hydrogen atom, alkyl group or the like; and R5, R6, R7, R8 and R9 may be the same or different and are each independently hydrogen atom, alkyl group or the like), characterized by reacting, in the presence of a dehydrogenating agent, a benzylidenecyclohexanone compound represented by the following general formula (1) (in the formula, R1, R2, R3, R4, R5, R6, R7, R8 and R9 have the same definitions as given above). [Effect] A 2-benzylphenol compound substantially free from isomers can be produced from a benzylidenecyclohexanone compound (an easily obtainable raw material) selectively, efficiently and in a simple operation, under mild conditions without using any special reactor.

  任务 提供一种简便、高效、选择性地生产 2-苄基苯酚化合物的工艺。 [实现途径］ 一种由以下通式（2）表示的 2-苄基苯酚化合物的生产工艺 (式中，R1、R2、R3 和 R4 可以相同或不同，且各自独立地为氢原子、烷基或类似基团；R5、R6、R7、R8 和 R9 可以相同或不同，且各自独立地为氢原子、烷基或类似基团），其特征在于，在脱氢剂存在下，由下式通式（1）表示的亚苄基环己酮化合物发生反应 (式中，R1、R2、R3、R4、R5、R6、R7、R8 和 R9 的定义与上式相同）。 效果 在温和的条件下，无需使用任何特殊的反应器，就可以通过简单的操作，从亚苄基环己酮化合物（一种容易获得的原料）中选择性地、高效地生产出基本上不含异构体的 2-苄基苯酚化合物。
• Conjugate Michael additions with mixed diorganozincs
  作者：Philip Jones、Ch.Kishan Reddy、Paul Knochel

  DOI：10.1016/s0040-4020(97)10382-9

  日期：1998.2

  Functionalised mixed alkyl(trimethylsilylmethyl)zinc reagents add efficiently to a wide variety of Michael accepters in high yield and with exclusive 1,4-regioselectivity, without the need for transition metal catalysis. The trimethylsilylmethyl group behaves as a nontransferable group, and in no cases was transfer of this group observed. (C) 1998 Elsevier Science Ltd. All rights reserved.
• US7807856B2
  申请人：——

  公开号：US7807856B2

  公开（公告）日：2010-10-05