2-(7-methylisochroman-1-yl)-1-phenylethanone | 1428484-99-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(7-methylisochroman-1-yl)-1-phenylethanone
• 英文别名: 2-(7-methyl-3,4-dihydro-1H-isochromen-1-yl)-1-phenylethanone
• CAS: 1428484-99-4
• 化学式: C₁₈H₁₈O₂
• 分子量: 266.34
• InChiKey: WOHGTGDFDFMPBE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-(4-甲基苯基)乙醇 在 manganese(IV) oxide 、 甲烷磺酸 、 N,N-二异丙基乙胺 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 2.5h， 生成 2-(7-methylisochroman-1-yl)-1-phenylethanone
  参考文献：
  名称：

  Manganese Dioxide–Methanesulfonic Acid Promoted Direct Dehydrogenative Alkylation of sp³ C–H Bonds Adjacent to a Heteroatom

  摘要：

  A manganese dioxide (MnO2)-methanesulfonic acid (CH3SO3H) oxidation system has been developed to efficiently promote direct coupling of benzylic ethers and carbamates with simple ketones via oxidative C-H bond activation. The alkylation proceeds smoothly under air atmosphere to afford the corresponding products in good to excellent yields (53-87%). The employment of the combination of MnO2 and CH3SO3H is attractive on the basis of economical and environmental issues.

  DOI：

  10.1021/jo4000674

文献信息

• Structurally Diverse α-Substituted Benzopyran Synthesis through a Practical Metal-Free C(sp³)–H Functionalization
  作者：Wenfang Chen、Zhiyu Xie、Hongbo Zheng、Hongxiang Lou、Lei Liu

  DOI：10.1021/ol503004a

  日期：2014.11.21

  A trityl ion-mediated practical C–H functionalization of a variety of benzopyrans with a wide range of nucleophiles (organoboranes and C–H molecules) at ambient temperature has been disclosed. The metal-free reaction has an excellent functional group tolerance and high chemoselectivity and displays a broad scope with respect to both benzopyran and nucleophile partners, efficiently affording a collection

  已公开了在环境温度下，三苯甲基离子介导的各种苯并吡喃具有广泛的亲核试剂（有机硼烷和CH分子）的C–H实用化方法。不含金属的反应具有出色的官能团耐受性和高化学选择性，并且相对于苯并吡喃和亲核体伙伴均显示出广阔的范围，可高效地一步收集一系列具有多种骨架和α-官能度的苯并吡喃。
• Copper(II) catalyzed cross-dehydrogenative coupling of cyclic benzylic ethers with simple carbonyl compounds by Na2S2O8
  作者：Xinhui Pan、Qingwen Hu、Wenfang Chen、Xigong Liu、Bin Sun、Zhouli Huang、Ziyu Zeng、Liguo Wang、Dan Zhao、Mei Ji、Lei Liu、Hongxiang Lou

  DOI：10.1016/j.tet.2014.03.074

  日期：2014.5

  Copper(II) catalyzed cross-dehydrogenative coupling of cyclic benzylic ethers with a variety of simple carbonyl compounds mediated by Na2S2O8 is developed. The scope of carbonyl components is broad, including simple aldehydes as well as ketones. The use of Na2S2O8 as the oxidant for the CDC reaction is attractive based on economical and environmental factors.

  开发了铜（II）催化的环状苄醚与各种由Na 2 S 2 O 8介导的简单羰基化合物的交叉脱氢偶联。羰基成分的范围很广，包括简单的醛以及酮。基于经济和环境因素，使用Na 2 S 2 O 8作为CDC反应的氧化剂是有吸引力的。
• Manganese Dioxide–Methanesulfonic Acid Promoted Direct Dehydrogenative Alkylation of sp³ C–H Bonds Adjacent to a Heteroatom
  作者：Xigong Liu、Bin Sun、Zhiyu Xie、Xiaojun Qin、Lei Liu、Hongxiang Lou

  DOI：10.1021/jo4000674

  日期：2013.4.5

  A manganese dioxide (MnO2)-methanesulfonic acid (CH3SO3H) oxidation system has been developed to efficiently promote direct coupling of benzylic ethers and carbamates with simple ketones via oxidative C-H bond activation. The alkylation proceeds smoothly under air atmosphere to afford the corresponding products in good to excellent yields (53-87%). The employment of the combination of MnO2 and CH3SO3H is attractive on the basis of economical and environmental issues.