2-benzoyl-6-methyl-6,7-dihydrobenzofuran-4(5H)-one | 1423023-56-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-benzoyl-6-methyl-6,7-dihydrobenzofuran-4(5H)-one
• 英文别名: 2-benzoyl-6-methyl-6,7-dihydro-5H-1-benzofuran-4-one
• CAS: 1423023-56-6
• 化学式: C₁₆H₁₄O₃
• 分子量: 254.285
• InChiKey: NREGPNFVQHEFGA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  47.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  在 copper(I) bromide 作用下， 以 甲醇 为溶剂， 反应 8.0h， 生成 2-benzoyl-6-methyl-6,7-dihydrobenzofuran-4(5H)-one
  参考文献：
  名称：

  铜催化的C–O键形成：从（2-呋喃基）碳烯络合物中高效一锅高区域选择性合成呋喃

  摘要：

  通过（2-呋喃基）卡宾配合物已经开发了一种方便的一锅Cu（I）催化的区域选择性合成三取代呋喃衍生物的策略。该方法开辟了一条新的合成路线，利用空气作为氧化剂，可以合成多种α-羰基呋喃，从而以高收率提供呋喃。

  DOI：

  10.1021/ol400080e

文献信息

• Copper-Catalyzed C–O Bond Formation: An Efficient One-Pot Highly Regioselective Synthesis of Furans from (2-Furyl)Carbene Complexes
  作者：Hua Cao、Haiying Zhan、Jinghe Cen、Jingxin Lin、Yuanguang Lin、Qiuxia Zhu、Minling Fu、Huanfeng Jiang

  DOI：10.1021/ol400080e

  日期：2013.3.1

  A convenient one-pot Cu(I)-catalyzed strategy for regioselective synthesis of trisubstituted furan derivatives has been developed via (2-furyl) carbene complexes. This process has opened a new synthetic route to a variety of α-carbonyl furans using air as the oxidant affording furans in good yields.

  通过（2-呋喃基）卡宾配合物已经开发了一种方便的一锅Cu（I）催化的区域选择性合成三取代呋喃衍生物的策略。该方法开辟了一条新的合成路线，利用空气作为氧化剂，可以合成多种α-羰基呋喃，从而以高收率提供呋喃。
• Palladium-Catalyzed Formation of C=C Bonds: A Regioselective Strategy for the Synthesis of 2-Vinylfurans by 1,2-H Shift of Palladium-Carbene Complexes
  作者：Haiying Zhan、Xiulian Lin、Yanying Qiu、Zuodong Du、Peixian Li、Yongjian Li、Hua Cao

  DOI：10.1002/ejoc.201300016

  日期：2013.4

  A convenient method to synthesize vinylfurans through a palladium-catalyzed cyclization/1,2-H shift sequence under mild conditions is described. This is an efficient strategy to synthesize 2-vinylfurans from ene–yne ketones, and the corresponding products are obtained in good yields.

  描述了一种在温和条件下通过钯催化环化/1,2-H 转移序列合成乙烯基呋喃的简便方法。这是从烯-炔酮合成2-乙烯基呋喃的有效策略，并且以良好的产率获得了相应的产物。
• Regioselective synthesis of 2-carbonyl furans in a one pot three component reaction
  作者：Ashok Kale、Nagaraju Medishetti、Jagadeesh Babu Nanubolu、Krishnaiah Atmakur

  DOI：10.1016/j.tetlet.2018.10.021

  日期：2018.11

  N-chlorosuccinimide and dimedone in a one pot catalyst-free reaction at an ambient temperature. On the other hand, the same reaction when conducted with two equivalents of N-chlorosuccinimide under similar reaction conditions, exclusive formation of 2-benzoyl-3-(dimethylamino)-6,6-dimethyl-6,7-dihydrobenzofuran-4(5H)-ones were observed. Simple and metal-free reaction conditions, selective product formation

  已经通过一种新颖的方案完成了对2-苯甲酰基-6,6-二甲基-6,7-二氢苯并呋喃-4（5 H）-的区域选择性合成，该方案涉及在一个罐式催化剂中将β-氨基烯酮，N-氯代琥珀酰亚胺和二甲基酮-在室温下发生游离反应。另一方面，当在相似的反应条件下用两当量的N-氯代琥珀酰亚胺进行相同的反应时，仅形成2-苯甲酰基-3-（二甲基氨基）-6,6-二甲基-6,7-二氢苯并呋喃-4（5）观察到H -1。简单且无金属的反应条件，选择性的产物形成和优异的收率是该方案的优势。
• Silver-Catalyzed Highly Regioselective Synthesis of<font>α</font>-Carbonyl Furans from Enynones
  作者：Zheng-Wang Chen、Miao-Ting Luo、Dong-Nai Ye、Zhong-Gao Zhou、Min Ye、Liang-Xian Liu

  DOI：10.1080/00397911.2013.878027

  日期：2014.6.18

  A general and efficient method for the synthesis of a wide range of alpha-carbonyl furans is described here. The cyclization of enynone is catalyzed by AgBF4 in a fluorous biphasic system of perfluorodecalin and N,N-dimethylformamide. A variety of chain ketone and cyclic ketone substrates were used to investigate the scope of the reactions.
• An Efficient Nanoparticle-Supported and Magnetically Recoverable Copper(I) Catalyst for Synthesis of Furans from Ene-yne-ketone
  作者：Yi Liu、Zhan Liu、Yingde Cui

  DOI：10.1002/cjoc.201400730

  日期：2015.2

  A magnetic nano‐supported Cu(I) catalyst was prepared and showed high activity for cyclization of ene‐yne‐ketone to synthesize furans. The catalyst was easily recovered from the reaction by using external magnets and reused 8 times without significant loss of its catalytic activity.

  制备了磁性纳米负载的Cu（I）催化剂，该催化剂对烯-炔-酮的环化反应具有很高的活性，可合成呋喃。使用外部磁体可以很容易地从反应中回收催化剂，并且可以重复使用8次而不会显着降低其催化活性。