1-Methyl-6-butyl-naphthol-(2) | 17324-13-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-Methyl-6-butyl-naphthol-(2)
• 英文别名: 2-Naphthol, 6-butyl-1-methyl-；6-butyl-1-methylnaphthalen-2-ol
• CAS: 17324-13-9
• 化学式: C₁₅H₁₈O
• 分子量: 214.307
• InChiKey: GDFBTCRWESLIRH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-methyl-N-phenyl-N-(propa-1,2-dien-1-yl)benzenesulfonamide 、 1-Methyl-6-butyl-naphthol-(2) 在 (trifluoroacetato)(triphenylphosphine)gold(I) 作用下， 以 氯苯 为溶剂， 反应 3.0h， 以92%的产率得到
  参考文献：
  名称：

  PPh₃AuTFA Catalyzed in the Dearomatization of 2-Naphthols with Allenamides

  摘要：

  A new catalytic methodology for the direct dearomatization of substituted 2-naphthols via intermolecular condensation with allenamides is presented. PPh(3)AuTFA (5 mol %) promotes the formal allylating dearomative protocol under mild conditions, large scope (24 examples), and high regioselectivity and stereoselectivity. The synergistic catalytic role played by the [PPh3Au](+) (pi-acid) and TFA(-) (Lewis base) is highlighted.

  DOI：

  10.1021/acs.orglett.8b03018

文献信息

• 10.1007/s11426-024-2030-3
  作者：Yihuo, Aying、Pu, Maoping、Tan, Zheng、Liao, Jibang、Tan, Jiuqi、Zhou, Qi-Lin、Liu, Xiaohua、Feng, Xiaoming

  DOI：10.1007/s11426-024-2030-3

  日期：——

  An efficient catalytic asymmetric dearomatizing amination of 2-naphthols and phenols catalyzed by N,N′-dioxide-copper(I) complex as a chiral catalyst was presented. A variety of optically active β-naphthalenone compounds with a nitrogen-containing quaternary carbon stereocenter were obtained with high yield and enantioselectivity under mild reaction conditions. Mechanistic studies indicated that this

  提出了一种以 N,N'-二氧化铜 (I) 配合物作为手性催化剂催化 2-萘酚和苯酚的高效催化不对称脱芳构胺化反应。在温和的反应条件下，以高收率和对映选择性获得了多种具有含氮季碳立构中心的光学活性β-萘酮化合物。机理研究表明，这种 Csp 2 -N 脱芳构化偶联是通过五元环过渡态中酚盐-Cu III -氨基中间体的 1,3-还原消除进行的。基于密度泛函理论计算也阐明了对映选择性的起源。
• PPh₃AuTFA Catalyzed in the Dearomatization of 2-Naphthols with Allenamides
  作者：Juzeng An、Lorenzo Lombardi、Stefano Grilli、Marco Bandini

  DOI：10.1021/acs.orglett.8b03018

  日期：2018.12.7

  A new catalytic methodology for the direct dearomatization of substituted 2-naphthols via intermolecular condensation with allenamides is presented. PPh(3)AuTFA (5 mol %) promotes the formal allylating dearomative protocol under mild conditions, large scope (24 examples), and high regioselectivity and stereoselectivity. The synergistic catalytic role played by the [PPh3Au](+) (pi-acid) and TFA(-) (Lewis base) is highlighted.