4,4'-dimethylbenzophenone-o-methyloxime | 65311-13-9

• 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: 4,4'-dimethylbenzophenone-o-methyloxime
• 英文别名: O,4,4'-Trimethylbenzophenon-oxim；4,4'-Dimethylbenzophenon-O-methyloxim；n-Methoxy-1,1-bis(4-methylphenyl)methanimine
• CAS: 65311-13-9
• 化学式: C₁₆H₁₇NO
• 分子量: 239.317
• InChiKey: DZACWKVFWBGFIN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  21.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4,4'-dimethylbenzophenone-o-methyloxime 在 亚硝酸特丁酯 、 四丁基溴化铵 、 氧气 、 palladium diacetate 作用下， 以 氯苯 为溶剂， 80.0 ℃ 、101.33 kPa 条件下， 反应 24.0h， 以53%的产率得到
  参考文献：
  名称：

  活性自由基反应剂将Pd II有氧氧化为Pd IV：直接C–H硝化和通过分子氧氧化过程将芳烃酰化

  摘要：

  已经开发了钯催化的好氧氧化C–H硝化和芳烃与简单易用的亚硝酸叔丁酯（TBN）和甲苯作为自由基前体的酰化反应。分子氧被用作末端氧化剂和氧源以引发活性自由基反应物。在这些新颖的转化中可以使用许多不同的导向基团，例如吡啶，嘧啶，吡唑，吡啶醇，吡啶基酮，肟和偶氮基团。通过自由基过程的Pd II / Pd IV催化循环是这些氧化的CH–H硝化和酰化反应的最可能途径。

  DOI：

  10.1021/cs502126n
• 作为产物：
  描述：

  4,4'-二甲基二苯甲酮 、 甲氧基胺盐酸盐 以 吡啶 、 乙醇 为溶剂， 反应 6.0h， 生成 4,4'-dimethylbenzophenone-o-methyloxime
  参考文献：
  名称：

  A Palladium-Catalyzed 4CzIPN-Mediated Decarboxylative Acylation Reaction of O-Methyl Ketoximes with α-Keto Acids under Visible Light

  摘要：

  这项工作介绍了一种钯催化的氧肟醚导向的正选择性苯甲酰化反应，使用苯甲酰甲酸作为酰基来源，钯催化剂和4CzIPN作为共催化剂，在光照下进行。得到了多种非对称苯甲酮衍生物，收率在中等到良好之间。初步的机制研究表明，反应通过自由基途径进行。

  DOI：

  10.3390/molecules27061980

文献信息

• Processes for preparing optically active alcohols and optically active amines
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：EP0736509A2

  公开（公告）日：1996-10-09

  A process for preparing an optically active alcohol by reacting a prochiral ketone corresponding to the optically active alcohol and an acid with a mixture of (1) a boron-containing compound selected from the group consisting of i) a borane compound which is obtained from an optically active β-aminoalcohol and a boron hydride; or obtained from the optically active β-aminoalcohol, a metal borohydride and an acid and ii) an optically active oxazaborolidine and (2) a metal borohydride; and a process for preparing an optically active amine by reacting an oxime derivative and an acid with a mixture of (1) a boron-containing compound selected from the group consisting of i) a borane compound which is obtained from an optically active β-aminoalcohol and a boron hydride, or obtained from said optically active β-aminoalcohol, a metal borohydride and an acid and ii) an optically active oxazaborolidine, and (2) a metal borohydride.

  一种制备光学活性醇的工艺，其方法是将对应于光学活性醇的手性酮和酸与(1)选自以下组别的含硼化合物和(2)选自以下组别的含硼化合物的混合物反应：①从光学活性β-氨基醇和氢化硼中得到的硼烷化合物；或从光学活性β-氨基醇、金属硼氢化物和酸中得到的硼烷化合物；②光学活性噁唑硼烷和(2)金属硼氢化物；以及一种制备光学活性胺的工艺，其方法是使肟衍生物和酸与(1)一种含硼化合物与(2)一种金属硼氢化物的混合物反应，该含硼化合物选自以下组别：(1)一种硼烷化合物，该硼烷化合物由光学活性β-氨基醇和硼氢化物得到，或由所述光学活性β-氨基醇、金属硼氢化物和酸得到；以及(2)一种光学活性噁唑硼烷和(2)一种金属硼氢化物。
• Modular Assembly of Pyrrolo[3,4-c]isoquinolines through Rh-Catalyzed Cascade C–H Activation/Annulation of O-Methyl Aryloximes with Maleimides
  作者：Yinsong Wu、Yanan Liu、Yangzilin Kong、Mengdi Wu、Demao Wang、Yongjia Shang、Xinwei He

  DOI：10.1021/acs.joc.4c00324

  日期：2024.6.21

  An efficient and practical strategy for the construction of pyrrolo[3,4-c]isoquinolines via Rh(III)-catalyzed cascade C–H activation and subsequential annulation process from easily available O-methyl aryloximes and maleimides has been disclosed. This facile protocol does not require any inert atmosphere protection with good efficiency in a low loading of catalyst and exhibits good functional group

  已经公开了一种有效且实用的策略，通过 Rh(III) 催化的级联 C-H 活化和随后的环化过程，从容易获得的O-甲基芳基肟和马来酰亚胺构建吡咯并[3,4- c ]异喹啉。这种简便的方案不需要任何惰性气氛保护，在低催化剂负载量下具有良好的效率，并表现出良好的官能团耐受性和广泛的底物范围。值得注意的是，所制备的产品显示出潜在的光物理特性。
• OrthoC H amidations enabled by a recyclable manganese-ionic liquid catalytic system
  作者：Xianqiang Kong、Bo Xu

  DOI：10.1016/j.tetlet.2019.151521

  日期：2020.2

  We described an environmentally benign, recyclable base metal catalyst system (MnBr(CO)(5)/[Hmim] OAc) for ortho-C-H amidation. The readily available dioxazolones was used as the amidation agents. A broad substrate scope and high functional group tolerance were observed. The catalyst system (MnBr(CO)(5)/[Hmim]OAc) could be easily reused by simple phase separations: (C) 2019 Elsevier Ltd. All rights reserved.
• Ligand-Promoted Pd-Catalyzed Oxime Ether Directed C–H Hydroxylation of Arenes
  作者：Yu-Feng Liang、Xiaoyang Wang、Yizhi Yuan、Yujie Liang、Xinyao Li、Ning Jiao

  DOI：10.1021/acscatal.5b01700

  日期：2015.10.2

  An efficient Pd-catalyzed oxime ether directed ortho C-H hydroxylation of arenes under neutral conditions has been developed. The efficiency of this hydroxylation is significantly improved by a ligand. Oxone, an inexpensive, readily available, and safe reagent, was employed as terminal oxidant and oxygen source. The challenging electron-deficient substrates could also be monohydroxylated in high efficiency. Drug modification with this protocol was also successfully demonstrated.
• US5801280A
  申请人：——

  公开号：US5801280A

  公开（公告）日：1998-09-01