2-benzyl-2-fluoro-3,4-dihydronaphthalen-1(2H)-one | 193482-30-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 2-benzyl-2-fluoro-3,4-dihydronaphthalen-1(2H)-one
• 英文别名: 1(2H)-Naphthalenone, 2-fluoro-3,4-dihydro-2-(phenylmethyl)-；2-benzyl-2-fluoro-3,4-dihydronaphthalen-1-one
• CAS: 193482-30-3
• 化学式: C₁₇H₁₅FO
• 分子量: 254.304
• InChiKey: QTXNXKPCHDSWJY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-benzyl-1-tetralone 在 lithium hexamethyldisilazane 、 N-fluorosultam 作用下， 以 四氢呋喃 为溶剂， 以96%的产率得到2-benzyl-2-fluoro-3,4-dihydronaphthalen-1(2H)-one
  参考文献：
  名称：

  N-Fluoro-3-ethyl-3-methyl-1,1-dioxo-2,3-dihydro-1H-1λ6-benzo[e]1,2-thiazin-4-one, a new and efficient agent for electrophilic fluorination of carbanions

  摘要：

  N-Fluoro-3-ethyl-3-methyl-1,1-dioxo-2,3-dihydro-1H-1 lambda(6)-benzo[e]1,2-thiazin-4-one (1) was prepared in good yield by fluorination of the corresponding sultam (3) with FClO3. The sultam (3) was prepared from saccharin (2) in 3 steps. The N-fluorosultam (1), a very stable crystalline solid, was found to fluorinate carbanions readily in good to excellent yields. (C) 1999 Elsevier Science S.A. All rights reserved.

  DOI：

  10.1016/s0022-1139(99)00028-7

文献信息

• Catalyst-Free Decarboxylative Fluorination of Tertiary β-Keto Carboxylic Acids
  作者：Kazutaka Shibatomi、Misaki Katada、Kazumasa Kitahara、Seiji Iwasa

  DOI：10.1055/s-0037-1611019

  日期：2018.11

  Decarboxylative fluorination of tertiary β-keto carboxylic ­acids was performed using an electrophilic fluorinating reagent. The reaction proceeded in the absence of a catalyst or base to yield the corresponding α-fluoroketones with tertiary fluorocarbons in good to high yields. Considering that the α-fluorination of asymmetrical ketones ­often causes problems with the regioselectivity between the

  使用亲电子氟化试剂进行叔 β-酮羧酸的脱羧氟化。该反应在不存在催化剂或碱的情况下进行，以良好至高产率产生相应的α-氟代酮和叔碳氟化合物。考虑到不对称酮的 α-氟化通常会导致 α-和 α'-位之间的区域选择性问题，该方法可能是合成叔氟酮的简单酮的 α-氟化的良好替代方法。
• CHIRAL FLUORINATING REAGENTS
  申请人：ISIS INNOVATION LIMITED

  公开号：US20150284401A1

  公开（公告）日：2015-10-08

  This invention relates to fluorinating agents and, more particularly, to chiral non-racemic fluorinating agents useful for enantioselective fluorination, as well as to their synthesis and use and other subject matter. The fluorinating agents are based on a substituted 1,4-diazabicyclo[2.2.2]octane (DABCO) skeleton and provide electrophillic fluorine enantioselectively.

  本发明涉及氟化剂，更具体地涉及手性非外消旋氟化剂，可用于对映选择性氟化，以及它们的合成、使用和其他相关主题。该氟化剂基于取代的1,4-二氮杂双环[2.2.2]辛烷（DABCO）骨架，并提供电子亲和性氟的对映选择性。
• US9701684B2
  申请人：——

  公开号：US9701684B2

  公开（公告）日：2017-07-11
• [EN] CHIRAL FLUORINATING REAGENTS<br/>[FR] RÉACTIFS DE FLUORATION CHIRAUX
  申请人：ISIS INNOVATION

  公开号：WO2014068341A2

  公开（公告）日：2014-05-08

  This invention relates to fluorinating agents and, more particularly, to chiral non-racemic fluorinating agents useful for enantioselective fluorination, as well as to their synthesis and use and other subject matter. The fluorinating agents are based on a substituted 1,4-diazabicyclo[2.2.2]octane (DABCO) skeleton and provide electrophillic fluorine enantioselectively.
• N-Fluoro-3-ethyl-3-methyl-1,1-dioxo-2,3-dihydro-1H-1λ6-benzo[e]1,2-thiazin-4-one, a new and efficient agent for electrophilic fluorination of carbanions
  作者：Yoshio Takeuchi、Zhaopeng Liu、Emiko Suzuki、Norio Shibata、Kenneth L Kirk

  DOI：10.1016/s0022-1139(99)00028-7

  日期：1999.7

  N-Fluoro-3-ethyl-3-methyl-1,1-dioxo-2,3-dihydro-1H-1 lambda(6)-benzo[e]1,2-thiazin-4-one (1) was prepared in good yield by fluorination of the corresponding sultam (3) with FClO3. The sultam (3) was prepared from saccharin (2) in 3 steps. The N-fluorosultam (1), a very stable crystalline solid, was found to fluorinate carbanions readily in good to excellent yields. (C) 1999 Elsevier Science S.A. All rights reserved.