1-碘-2-萘甲酸 | 91059-43-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 1-碘-2-萘甲酸
• 英文名称: 1-iodo-2-naphthoic acid
• 英文别名: 1-iodonaphthalene-2-carboxylic Acid
• CAS: 91059-43-7
• 化学式: C₁₁H₇IO₂
• 分子量: 298.08
• InChiKey: CVCXKFYYXBHGNV-UHFFFAOYSA-N

物化性质

• 熔点：
  207-209 °C(Solv: ethyl ether (60-29-7); hexane (110-54-3))
• 沸点：
  388.1±25.0 °C(Predicted)
• 密度：
  1.884±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-碘-2-萘甲酸 在 copper diacetate 、 sodium acetate 、 sodium hydride 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.25h， 生成 methyl 1-(methyl(phenyl)amino)-2-naphthoate
  参考文献：
  名称：

  Sc(OTf)₃-Catalyzed Dehydrogenative Cyclization for Synthesis of N-Methylacridones

  摘要：

  A novel method has been developed for the synthesis of substituted N-methylacridones from 2-(N-methyl-N-phenylamino)benzaldehydes via dehydrogenative cyclization. This transformation involves two primary processes: the aldehyde first coordinates with Sc(OTf)(3) and induces the aromatic electrophilic substitution (SEAr) reaction to form the active intermediate N-methyl-acridin-9-ol, which is then quickly oxidized in situ to afford the acridones. Furthermore, the procedure involved is both environmental friendly and atom efficient; H2O is the only byproduct in this reaction.

  DOI：

  10.1021/ol400371h
• 作为产物：
  描述：

  2-甲基萘 在 氢氧化钾 、 磷酸 、 硫酸 、 potassium iodide 、 sodium nitrite 作用下， 以 乙醇 为溶剂， 反应 16.0h， 生成 1-碘-2-萘甲酸
  参考文献：
  名称：

  碘代萘甲酸酯催化剂可裂解活性磷酸盐

  摘要：

  碘代磺酸钠3–5是水解-硝基-苯基二苯基磷酸酯的有效催化剂。

  DOI：

  10.1016/s0040-4039(00)60763-3

文献信息

• Facile synthesis of C2-symmetric chiral binaphthyl ketone catalysts
  作者：Masahiko Seki、Toshiyuki Furutani、Masanori Hatsuda、Ritsuo Imashiro

  DOI：10.1016/s0040-4039(00)00120-9

  日期：2000.3

  C2-Symmetric chiral binaphthyl ketones, efficient catalysts for asymmetric epoxidation, have been synthesized through an intramolecuar Ullmann reaction and/or a lipase-catalyzed enantioselective hydrolysis of the 11-membered cyclic binaphthyl acetate.

  通过分子内的Ullmann反应和/或脂肪酶催化的11元环状乙酸双萘酯的对映选择性水解，已经合成了C 2-对称的手性双萘酚酮，它是不对称环氧化的有效催化剂。
• METHOD FOR PRODUCING CYCLIC SULFONIC ACID ESTER AND INTERMEDIATE THEREOF
  申请人：Kuramoto Ayako

  公开号：US20120130089A1

  公开（公告）日：2012-05-24

  The present invention is directed to provide an efficient production method which is capable of not only obtaining a cyclic sulfonic acid ester (sultone) at low cost and in high yield, but also the sulfonic acid ester (sultone) stably even in a commercial scale. The present invention relates to a method for producing hydroxysultone comprising a first step where a diol having a specified structure and a thionyl halide are reacted to obtain a cyclic sulfite having a specified structure, and a second step where the cyclic sulfite is reacted with water or/and alcohol; a method for producing an unsaturated sultone having a specified structure comprising a third step where a hydroxylsultone having a specified structure is reacted with an acid halide or an acid anhydride to obtain an intermediate, subsequently the intermediate is treated with a base; as well as a cyclic sulfite having a specified structure.

  本发明旨在提供一种高效的生产方法，该方法不仅能够以低成本和高产率获得环状磺酸酯（磺酮），而且能够在商业规模下稳定地生产磺酸酯（磺酮）。本发明涉及一种生产羟基磺酮的方法，包括第一步，其中将具有特定结构的二元醇和硫酰卤反应，以获得具有特定结构的环状亚磺酸酯，以及第二步，其中将环状亚磺酸酯与水或/和醇反应；一种生产具有特定结构的不饱和磺酮的方法，包括第三步，其中将具有特定结构的羟基磺酮与酸卤或酸酐反应，以获得中间体，随后用碱处理中间体；以及具有特定结构的环状亚磺酸酯。
• Copper-Catalyzed Asymmetric Functionalization of Vinyl Radicals for the Access to Vinylarene Atropisomers
  作者：Liang Fu、Xin Chen、Wenzheng Fan、Pinhong Chen、Guosheng Liu

  DOI：10.1021/jacs.3c04498

  日期：2023.6.21

  A novel asymmetric radical strategy for the straightforward synthesis of atropisomerically chiral vinyl arenes has been established herein, proceeding through copper-catalyzed atroposelective cyanation/azidation of aryl-substituted vinyl radicals. Critical to the success of the radical relay process is the atroposelective capture of the highly reactive vinyl radicals with chiral L*Cu(II) cyanide or

  本文建立了一种用于直接合成阻转异构手性乙烯基芳烃的新颖的不对称自由基策略，通过芳基取代的乙烯基自由基的铜催化的阻转选择性氰化/叠氮化进行。自由基中继过程成功的关键是用手性 L*Cu(II) 氰化物或叠氮化物对高反应性乙烯基自由基进行间质选择性捕获。此外，这些轴向手性乙烯基芳烃产物可以通过轴到中心手性转移过程轻松转化为阻转异构体富集的酰胺和胺、对映体富集的苄基腈，以及用于化学、非对映和对映选择性的阻转异构纯有机催化剂（4 + 2) 环化反应。
• 1,3-propanesultone derivative useful in the preparation of a 1,3-propenesultone derivative
  申请人：Wako Pure Chemical Industries, Ltd.

  公开号：EP2757102A1

  公开（公告）日：2014-07-23

  The present invention is directed to provide an efficient production method which is capable of not only obtaining a cyclic sulfonic acid ester (sultone) at low cost and in high yield, but also the sulfonic acid ester (sultone) stably even in a commercial scale. The present invention relates to a method for producing hydroxysultone comprising a first step where a diol having a specified structure and a thionyl halide are reacted to obtain a cyclic sulfite having a specified structure, and a second step where the cyclic sulfite is reacted with water or/and alcohol; a method for producing an unsaturated sultone having a specified structure comprising a third step where a hydroxylsultone having a specified structure is reacted with an acid halide or an acid anhydride to obtain an intermediate, subsequently the intermediate is treated with a base; as well as a cyclic sulfite having a specified structure.

  本发明旨在提供一种高效的生产方法，该方法不仅能够低成本、高产率地获得环状磺酸酯（磺内酯），而且即使在商业规模上也能稳定地获得磺酸酯（磺内酯）。本发明涉及一种生产羟基磺酸内酯的方法，包括第一步：具有特定结构的二元醇与亚 硫酰卤反应，得到具有特定结构的环状亚硫酸盐；第二步：环状亚硫酸盐与水或/和醇反应；一种生产具有特定结构的不饱和舒尔酮的方法，包括第三步：具有特定结构的羟基舒尔酮与酸卤化物或酸酐反应，得到中间体，然后用碱处理中间体；以及具有特定结构的环状亚硫酸盐。
• Catalytic Enantioselective α-Tosyloxylation of Ketones Using Iodoaryloxazoline Catalysts: Insights on the Stereoinduction Process
  作者：Audrey-Anne Guilbault、Benoit Basdevant、Vincent Wanie、Claude Y. Legault

  DOI：10.1021/jo302393u

  日期：2012.12.21

  A family of iodooxazoline catalysts was developed to promote the iodine(III)-mediated alpha-tosyloxylation of ketone derivatives. The alpha-tosyloxy ketones produced are polyvalent chiral synthons. Through this study, we have unearthed a unique mode of stereoinduction from the chiral oxazoline moiety, where the stereogenic center alpha to the oxazoline oxygen atom is significant. Computational chemistry was used to rationalize the stereoinduction process. The catalysts presented promote currently among the best levels of activity and selectivity for this transformation. Evaluation of the scope of the reaction is presented.