hydroxycarbene

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: hydroxycarbene
• 英文别名: Hydroxycarben
• 化学式: CH₂O
• 分子量: 30.0263
• InChiKey: UUOIGPDTLYBNGY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  2
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 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-bromo-2-trifluoromethoxy-1-trifluoromethylthiobenzene 、 hydroxycarbene 在 1,1'-bis(diphenylphosphino)ferrocene palladium diacetate 、 potassium carbonate 、 盐酸 作用下， 以 二甲基亚砜 、 水 为溶剂， 以100%的产率得到3-trifluoromethoxy-4-trifluoromethylthiobenzoic acid
  参考文献：
  名称：

  [EN] N-HYDROXYAMIDE DERIVATIVES POSSESSING ANTIBACTERIAL ACTIVITY
  [FR] DERIVES DE N-HYDROXYAMIDE AYANT UNE ACTIVITE ANTI-BACTERIENNE

  摘要：

  公开号：

  WO2004007444A3
• 作为产物：
  描述：

  sodium hydroxymethanesulfonate 在 hydroxide 作用下， 生成 hydroxycarbene
  参考文献：
  名称：

  Pulse radiolysis study of the reaction of hydroxyl radicals with methanesulfonate and hydroxymethanesulfonate

  摘要：

  Pulse radiolysis studies of the reaction kinetics of methanesulfonate and hydroxymethanesulfonate with hydroxyl radicals were conducted by relative rate methods. The rate constant for the reaction of CH3SO3- with OH. was determined as 1.24 (+/- 0.07) x 10(7) M-1 s-1 at an ionic strength of 0.2 M, with thiocyanate as the reference solute. For the same ionic strength conditions, the rate constant for the attack of OH. with CH2(OH)SO3-, k = 2.65 (+/- 0.12) x 10(8) M-1 s-1, was more than an order of magnitude greater than the rate constant for methanesulfonate. Previous estimates of the rate constants for the methanesulfonate reaction varied by approximately 2 orders of magnitude; our results are in best agreement with the slowest value. Our rate constant for hydroxymethanesulfonate was also significantly smaller than two previously reported values. Both reactions are independent of pH over the pH range studied (3.8-6.5) and are nearly independent of ionic strength. These results imply that the oxidation of methanesulfonate by OH. is too slow to be significant in typical remote cloud droplets, but may be important in aerosols. The reaction of OH. with hydroxymethanesulfonate would be significant in atmospheric droplets when hydroxyl radical concentrations are at least 10(-12) M.

  DOI：

  10.1021/j100187a027
• 作为试剂：
  描述：

  (R)-Carvone 在 咪唑 、 正丁基锂 、 hydroxycarbene 、 碘 、 氯化铂 、 magnesium 、 异丙醇 、 pyridinium chlorochromate 、 mercury dichloride 作用下， 以 四氢呋喃 、 乙醚 、 正己烷 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 83.25h， 生成 (3aS,5S,7aS)-7a-methyl-5-(prop-1-en-2-yl)-3a-((trimethylsilyl)ethynyl)-3a,4,5,6-tetrahydro-1H-inden-7(7aH)-one
  参考文献：
  名称：

  （+）-香兰酮的全合成

  摘要：

  描述了（+）-香芹酮的总合成，这是一种从香附子中得自马鞭草的倍半萜的倍半萜类化合物。从头合成是通过从（R）-（-）-香芹酮开始的15个步骤完成的。合成路线的特征是铂催化的环异构化反应，可从3-甲硅烷氧基-1,5-烯炔中间体快速构建双环核。

  DOI：

  10.1021/ol300058t

文献信息

• [EN] PYRAZOLYLPYRIDINE ANTIVIRAL AGENTS<br/>[FR] AGENTS ANTIVIRAUX DE PYRAZOLYLPYRIDINE
  申请人：GLAXOSMITHKLINE LLC

  公开号：WO2011050284A1

  公开（公告）日：2011-04-28

  Provided are compounds of Formula (I) and/or Formula (II) and pharmaceutically acceptable salts thereof, their pharmaceutical compositions, their methods of preparation, and their use for treating viral infections mediated by a member of the Flaviviridae family of viruses such as hepatitis C virus (HCV).

  提供的是公式(I)和/或公式(II)的化合物以及它们的药用可接受的盐、它们的药物组合物、它们的制备方法，以及它们用于治疗由黄病毒科病毒家族成员如丙型肝炎病毒(HCV)介导的病毒感染。
• Regioselective Radical Bromoallylation of Allenes Leading to 2-Bromo-Substituted 1,5-Dienes
  作者：Takashi Kippo、Takahide Fukuyama、Ilhyong Ryu

  DOI：10.1021/ol201395p

  日期：2011.8.5

  regioselective radical bromoallylation of allenes proceeded efficiently in the presence of AIBN as a radical initiator to give 2-bromo-substituted 1,5-dienes in excellent yields. The addition of a bromine radical took place regioselectively onto the central carbon of allenes generating a stable allyl radical, which underwent addition/β-fragmentation reactions with allylbromides. The products could be

  在作为自由基引发剂的AIBN的存在下，丙二烯的区域选择性自由基溴代烯丙基化有效地进行，从而以优异的产率得到2-溴取代的1，5-二烯。溴自由基的区域选择性地加成在烯丙基的中心碳上，产生稳定的烯丙基，该自由基与烯丙基溴发生加成/β-片段化反应。该产物可以通过Pd催化的偶联反应进一步官能化。
• 一种6-乙氧基-3,4-二氢-2,7-萘啶-1（2H）-酮及其合成方法
  申请人：南通大学

  公开号：CN111961047A

  公开（公告）日：2020-11-20

  本发明属于有机合成技术领域，涉及一种6‑乙氧基‑3,4‑二氢‑2,7‑萘啶‑1(2H)‑酮及其合成方法。该发明所述的化合物的方法为：以2,5‑二溴‑4‑甲基吡啶为原料，经取代、Suzuki偶联、插羰基反应，酰胺化及脱水反应五步反应制备了6‑乙氧基‑3,4‑二氢‑2,7‑萘啶‑1(2H)‑酮，合成路径简单，成本低，效率高，得到的吡啶衍生物6‑乙氧基‑3,4‑二氢‑2,7‑萘啶‑1(2H)‑酮可作为医药中间体。
• Expeditious Racemic and Enantiodivergent Synthesis of 1-Deoxymannojirimycin and 1,4-Dideoxymannojirimycin
  作者：Dina Scarpi、Laura Bartali、Andrea Casini、Ernesto G. Occhiato

  DOI：10.1002/ejoc.201200022

  日期：2012.5

  hydroboration/oxidation, for the synthesis of DMJ. Enantiodivergency was attained by optical resolution before exhaustive functional group deprotection, through the formation of diastereomeric camphanic esters. As the key racemic intermediate esters were easily prepared in a few steps on a large scale, and the final chromatographic separation of the camphanic esters was straightforward, this approach

  1-脱氧甘露尻霉素 (DMJ) 和 1,4-双脱氧甘露尻霉素的外消旋和对映发散合成是通过将顺式 4,5-二羟基化 δ-戊内酰胺衍生物转化为相应的烯醇磷酸酯并对其进行 Pd 获得的关键烯酰胺酯中间体实现的-催化甲氧基羰基化。这些中间体的进一步加工包括立体控制催化氢化，用于合成外消旋 1,4-二脱氧甘露尻霉素，以及硼氢化/氧化，用于合成 DMJ。对映发散是通过光学拆分在穷举官能团脱保护之前通过形成非对映樟脑酯获得的。由于关键的外消旋中间体酯很容易通过几个步骤大规模制备，
• Highly Regioselective Isomerization–Hydroaminomethylation of Internal Olefins Catalyzed by Rh Complex with Tetrabi-Type Phosphorus Ligands
  作者：Guodu Liu、Kexuan Huang、Bonan Cao、Mingxin Chang、Shengkun Li、Shichao Yu、Le Zhou、Wenjun Wu、Xumu Zhang

  DOI：10.1021/ol202848a

  日期：2012.1.6

  A highly regioselective isomerization–hydroaminomethylation of internal olefins has been developed. A 95.3% amine selectivity and 36.2 n/i ratio were obtained for 2-octene with a Tetrabi ligand and Rh(acac)(CO)2, and a TON of linear amine was achieved of 6837 with a 39.1 n/i ratio of amine. The m-CF3-Ph substituted ligand was the best of the applied Tetrabi-type phosphorus ligands for different internal

  已经开发出高度区域选择性异构化-内烯烃的氢氨基甲基化。甲95.3％胺的选择性和36.2 ñ /我2-辛烯与Tetrabi配体和Rh（ACAC）（CO）得到比率2，和用39.1达到了6837线性胺的TON ñ /我胺的比率。所述米-CF 3 -Ph取代配位体是最好的施加Tetrabi型磷配体为不同的内烯烃，如高达99.2％胺的选择性和95.6 ñ /我为2-戊烯，得到比。