6-iodosalicylic acid | 89677-81-6

• 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: 6-iodosalicylic acid
• 英文别名: Methyl 2-hydroxy-6-iodobenzoate；6-Jod-2-hydroxy-benzoesaeure；2-Hydroxy-6-iodobenzoic acid
• CAS: 89677-81-6
• 化学式: C₇H₅IO₃
• 分子量: 264.019
• InChiKey: KQINMSGNJAAGCQ-UHFFFAOYSA-N

物化性质

• 沸点：
  357.8±37.0 °C(Predicted)
• 密度：
  2.155±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  57.5
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-iodosalicylic acid 在 吡啶 、 bis-triphenylphosphine-palladium(II) chloride 、 potassium fluoride 、 tris-(dibenzylideneacetone)dipalladium(0) 、 copper(l) iodide 、 硫酸 、 水 、 三乙胺 、 lithium chloride 作用下， 以 六甲基磷酰三胺 、 N,N-二甲基甲酰胺 、 丙酮 、 甲苯 为溶剂， 反应 84.5h， 生成 8-acetoxy-4-<(acetoxy)acetyl>-1H-2-benzopyran-1-one
  参考文献：
  名称：

  末端炔烃的选择性oxymetalation经由6-内型环化：机械研究和应用到的4-取代的异香豆素的有效合成†

  摘要：

  用π酸性金属盐将含杂原子的炔烃环化是制备杂环的一种有吸引力的方法，因为起始原料容易获得并且有机金属化合物是有用的合成中间体。杂环化中的一种新的有机金属物质为合成难以获得的杂环提供了机会。在本文中，我们描述了2-炔基苯甲酸与铟或镓盐的新型环状氧金属化反应，该反应以异常的区域选择性进行，从而得到在4位带有碳-金属键的异香豆素。这种新型的金属化异香豆素提供了3-未取代的异香豆素，尽管它们具有重要的药理特性，但很少进行研究。铟和镓盐在选择性6-内酯中显示出高性能末端炔烃的环化，而硼或其他金属（例如Al，Au和Ag）分别引起末端炔烃的5 exo环化或分解。通过X射线晶体学分析明确鉴定了金属化的香豆素及其反应中间体。势能曲线的理论计算表明，氧代化可以通过6-内酰胺进行在热力学控制下环化，而先前报道的氧硼化将在动力学控制下产生5元环。静电势图的研究表明，铟，硼及其配体的原子特性差异将有助于这种区域选择性

  DOI：

  10.1039/c8sc01537f
• 作为产物：
  描述：

  2-氟-6-碘苯甲酸 在 硫酸 、 magnesium sulfate 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 18.0h， 生成 6-iodosalicylic acid
  参考文献：
  名称：

  A concise synthesis of 3,4-fused spiro[isobenzofuran-3-ones], spiro[furo[3,4- b ]pyridin-5(7 H )-ones], 3-aryl-, and alkylphthalides

  摘要：

  A synthetically useful protocol has been developed for the preparation of highly functionalized 3,4-fused spiro[isobenzofuran-3-ones], spiro[furo[3,4-b]pyridin-5(7H)-ones], 3-aryl-, and alkylphthalides. Reaction of 2-iodobenzoate esters and 2-iodopyridine carboxylate esters with i-PrMgCl center dot LiCl in the presence of cyclic ketones under standard Barbier reaction conditions affords 3,4-fused spiro[isobenzofuran-3-ones] and spiro[furo[3,4-b]pyridin-5(7H)-ones] in good to excellent yields. Step-wise addition of i-PrMgCl center dot LiCl to 2-iodobenzoate esters followed by trapping with various aldehydes yields 3-aryl and 3-alkylphthalides; whereas, under similar conditions access to 3-aryl and 3-alylazaphthalides is also possible. Extension of this methodology toward the preparation of 3-n-butylphthalide and chrycolide, a natural product isolated from the leaves and stems of Chrysanthemum coronarium, is also described. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.02.051

文献信息

• Lobatamide C:  Total Synthesis, Stereochemical Assignment, Preparation of Simplified Analogues, and V-ATPase Inhibition Studies
  作者：Ruichao Shen、Cheng Ting Lin、Emma Jean Bowman、Barry J. Bowman、John A. Porco

  DOI：10.1021/ja0352350

  日期：2003.7.1

  The total synthesis and stereochemical assignment of the potent antitumor macrolide lobatamide C, as well as synthesis of simplified lobatamide analogues, is reported. Cu(I)-mediated enamide formation methodology has been developed to prepare the highly unsaturated enamide side chain of the natural product and analogues. A key fragment coupling employs base-mediated esterification of a beta-hydroxy

  报告了有效的抗肿瘤大环内酯洛巴胺 C 的全合成和立体化学分配，以及简化的洛巴胺类似物的合成。已开发出 Cu(I) 介导的烯酰胺形成方法来制备天然产物和类似物的高度不饱和烯酰胺侧链。关键片段偶联采用碱介导的 β-羟基酸和水杨酸氰甲基酯的酯化。已使用相关合成路线制备了三种额外的洛巴胺 C 立体异构体。lobatamide C 的 C8、C11 和 C15 的立体化学是通过立体异构体的比较和结晶衍生物的 X 射线分析来确定的。合成的洛巴胺 C、立体异构体和简化的类似物已被评估用于抑制牛嗜铬颗粒膜 V-ATP 酶。水杨酸苯酚，
• The Reimer-Tiemann Reaction of m-Iodophenol.
  作者：Shigeru Kobayashi、Sumiko Tagawa、Shigeko Nakajima

  DOI：10.1248/cpb.11.123

  日期：——

  The Reimer-Tiemann reaction of m-iodophenol yielded three products in contrast with literature reported by Hodgson and Jenkinson and the products were confirmed unambiguously to be 2-iodo-4-hydroxy-, 2-hydroxy-6-iodo-, and 2-hydroxy-4-iodo-benzaldehydes, respectively.

  与 Hodgson 和 Jenkinson 报道的文献不同，间碘苯酚的 Reimer-Tiemann 反应产生了三种产物，而且这些产物已被明确证实分别是 2-碘-4-羟基、2-羟基-6-碘和 2-羟基-4-碘苯甲醛。
• Birnbaum; Reinherz, Chemische Berichte, vol. 15, p. 458
  作者：Birnbaum、Reinherz

  DOI：——

  日期：——
• RESIST COMPOSITION, METHOD OF FORMING RESIST PATTERN, COMPOUND, AND RESIN
  申请人：TOKYO OHKA KOGYO CO., LTD.

  公开号：US20220121117A1

  公开（公告）日：2022-04-21

  A resist composition that generates acid upon exposure and exhibits changed solubility in a developing solution under action of acid, which contains a resin component (A1) exhibiting changed solubility in a developing solution under action of acid, the resin component (A1) has a constitutional unit (a01) derived from a compound represented by General Formula (a0-1), W 01 represents a polymerizable group-containing group, Ya 01 represents a single bond or a divalent linking group, Ra 01 represents a cyclic acid dissociable group, q represents an integer in a range of 0 to 3, and n represents an integer of 1 or more, provided that n≤q×2+4 is satisfied
• RESIST COMPOSITION AND METHOD OF FORMING RESIST PATTERN
  申请人：TOKYO OHKA KOGYO CO., LTD.

  公开号：US20220121116A1

  公开（公告）日：2022-04-21

  A resist composition containing a resin component (A1) having a constitutional unit (a01) derived from a compound represented by General Formulae (a0-1) and one or more compounds selected from the group consisting of a compound (B01) represented by General Formula (b0-1) and a compound (B02) represented by General Formula (b0-2), W 01 represents a polymerizable group-containing group, Ya 01 represents a single bond or the like, Rx 01 represents an acid dissociable group, R b1 and R b4 represents an aryl group having a fluorine atom, R b2 , R b3 , and R b5 represents an aryl group or the like which may have a substituent, and X 01 − and X 02 − represents a counter anion