茚 | 95-13-6

• 物质功能分类: 化学试剂 - 有机试剂 - 芳烃
• 分子结构分类: 有机化合物 - 苯类化合物 - 茚和异茚
• 中文名称: 茚
• 中文别名: 1H-茚；苯并环戊二烯；二环[4.3.0]壬-1,3,5,7-四烯
• 英文名称: 1-indene
• 英文别名: indene；1H-indene
• CAS: 95-13-6
• 化学式: C₉H₈
• mdl: MFCD00003777
• 分子量: 116.163
• InChiKey: YBYIRNPNPLQARY-UHFFFAOYSA-N

物化性质

• 熔点：
  -5--3 °C (lit.)
• 沸点：
  181-182 °C (lit.)
• 密度：
  0.996 g/mL at 25 °C (lit.)
• 闪点：
  138 °F
• 溶解度：
  互溶于有机溶剂
• 暴露限值：
  ACGIH: TWA 5 ppmNIOSH: TWA 10 ppm(45 mg/m3)
• LogP：
  3.02 at 25℃ and pH6.4
• 物理描述：
  Indene appears as a colorless liquid derived from coal tar. Fp: -2°C; bp:182°C. Density 0.997 g cm-3. Insoluble in water but soluble in organic solvents.
• 颜色/状态：
  LIQUID
• 蒸汽压力：
  1.1 mm Hg at 25 °C
• 大气OH速率常数：
  5.10e-11 cm3/molecule*sec
• 稳定性/保质期：

  1. 本品可燃，遇明火高温有燃烧危险。在空气中易氧化，暴露于空气和日光中会形成聚合物。请避免与氧化物接触，并远离强光。

  2. 大鼠多次吸入本品（浓度为3.8～4.2 mg/L）6次后未见明显中毒症状。工作场所空气中最大允许浓度为240 mg/m³。

  3. 本品存在于烟气中。

• 燃烧热：
  4.13X10+7 J/Kg at 25 °C
• 电离电位：
  8.81 eV
• 折光率：
  INDEX OF REFRACTION: 1.5768 @ 20 °C/D
• 保留指数：
  1026;1037;1072.5;1069;1041;1036;1052;1059;1059;1030;1015;1016;1034;1034;1026;1031;1031;1034;1035;1023.3;1059;1023;1049;1059;1034.1;1043.3;1053.8;1062;1016.9;1016.9;1017;1017.5;1033;1040.4;1039;1031;1025;1024;1025;1042;1054;1037;1020;1036;1017;1059;1062;1036

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  9
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.111
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

ADMET

代谢

在兔体内产生顺式-1,2-二羟基吲哚和反式-1,2-二羟基吲哚。/来自表格/

YIELDS CIS-1,2-DIHYDROXYINDANE & TRANS-1,2-DIHYDROXYINDANE IN RABBITS. /FROM TABLE/

来源:Hazardous Substances Data Bank (HSDB)

代谢

大鼠肝微粒体补充NADPH将茚转化为反式-茚-1,2-二醇...

RAT-LIVER MICROSOMES SUPPLEMENTED WITH NADPH CONVERTED INDENE INTO TRANS-INDANE-1,2-DIOL ...

来源:Hazardous Substances Data Bank (HSDB)

代谢

吲哚在体外肝脏制剂中的氧化被证明可以转化为反式-1,2-二羟基吲哚。该反应在大鼠和兔子的肝脏微粒体中，在存在NADPH生成系统的条件下进行。

THE OXIDATION OF INDENE TO TRANS-1,2-DIHYDROXYINDANE IN LIVER PREPN IN VITRO WAS DEMONSTRATED. THE REACTION WAS MEDIATED BY LIVER MICROSOMES OF RATS & RABBITS IN THE PRESENCE OF NADPH-GENERATING SYSTEMS.

来源:Hazardous Substances Data Bank (HSDB)

毒理性

• 致癌物分类

对人类不具有致癌性（未被国际癌症研究机构IARC列名）。

No indication of carcinogenicity to humans (not listed by IARC).

来源:Toxin and Toxin Target Database (T3DB)

毒理性

• 暴露途径

吸入，吞食，皮肤和/或眼睛接触

inhalation, ingestion, skin and/or eye contact

来源:The National Institute for Occupational Safety and Health (NIOSH)

毒理性

• 症状

在动物中：眼睛、皮肤、粘膜刺激；皮炎，皮肤敏感化；化学性肺炎（吸入液体）；肝脏、肾脏、脾脏损伤。

In Animals: irritation eyes, skin, mucous membrane; dermatitis, skin sensitization; chemical pneumonitis (aspiration liquid); liver, kidney, spleen injury

来源:The National Institute for Occupational Safety and Health (NIOSH)

毒理性

• 靶器官

眼睛、皮肤、呼吸系统、肝脏、肾脏、脾脏

Eyes, skin, respiratory system, liver, kidneys, spleen

来源:The National Institute for Occupational Safety and Health (NIOSH)

毒理性

• 副作用

职业性肝毒素 - 第二性肝毒素：在职业环境中的毒性效应潜力是基于人类摄入或动物实验的中毒案例。

Occupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.

来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases

安全信息

• 职业暴露等级：
  A
• 职业暴露限值：
  TWA: 10 ppm (45 mg/m3)
• TSCA：
  Yes
• 危险等级：
  3
• 危险品标志：
  Xn
• 安全说明：
  S23,S24/25,S62
• 危险类别码：
  R10,R65
• WGK Germany：
  1
• 海关编码：
  2902 90 00
• 危险品运输编号：
  UN 3295 3/PG 3
• 危险类别：
  3
• RTECS号：
  NK8225000
• 包装等级：
  III
• 危险性防范说明：
  P301+P310,P331
• 危险性描述：
  H225,H304
• 储存条件：
  1. 储存在阴凉、通风的库房中。远离火种、热源，并防止阳光直射。避免与氧化剂混放，密封包装。仓库内应备有相应的消防器材。 2. 本品可燃，遇明火或高温易发生燃烧。应储存在阴凉、通风良好的仓库内，远离火源和热源，与氧化剂分开存放。轻装轻卸，保持包装完整，并注意不宜久存以防变质。 3. 在贮藏过程中可能发生聚合和氧化反应。

SDS

Name:	Indene Tech. 90% Material Safety Data Sheet
Synonym:	None
CAS:	95-13-6

Section 1 - Chemical Product MSDS Name:Indene Tech. 90% Material Safety Data Sheet
Synonym:None

---

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
95-13-6	Indene	>90	202-393-6

Hazard Symbols: None Listed.
Risk Phrases: None Listed.

---

Section 3 - HAZARDS IDENTIFICATION
EMERGENCY OVERVIEW
Air sensitive.
Potential Health Effects
Eye:
May cause eye irritation.
Skin:
May cause skin irritation. May cause skin sensitization, an allergic reaction, which becomes evident upon re-exposure to this material.
Ingestion:
May cause liver and kidney damage. May cause digestive tract disturbances.
Inhalation:
May cause respiratory tract irritation.
Chronic:
May cause liver and kidney damage. Repeated exposure may cause sensitization dermatitis.

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Section 4 - FIRST AID MEASURES
Eyes: Immediately flush eyes with plenty of water for at least 15 minutes, occasionally lifting the upper and lower eyelids. Get medical aid immediately.
Skin:
Get medical aid. Flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid immediately. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:
Get medical aid immediately. Remove from exposure and move to fresh air immediately. If not breathing, give artificial respiration. If breathing is difficult, give oxygen.
Notes to Physician:

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Section 5 - FIRE FIGHTING MEASURES
General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. Use water spray to keep fire-exposed containers cool. Combustible liquid. Vapors may be heavier than air. They can spread along the ground and collect in low or confined areas.
Containers may explode when heated.
Extinguishing Media:
In case of fire, use water, dry chemical, chemical foam, or alcohol-resistant foam. Use water spray to cool fire-exposed containers. Use agent most appropriate to extinguish fire.

---

Section 6 - ACCIDENTAL RELEASE MEASURES
General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container. Clean up spills immediately, observing precautions in the Protective Equipment section. Remove all sources of ignition. Use a spark-proof tool. Provide ventilation.

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Section 7 - HANDLING and STORAGE
Handling:
Wash thoroughly after handling. Use only in a well-ventilated area.
Empty containers retain product residue, (liquid and/or vapor), and can be dangerous. Keep container tightly closed. Keep away from heat, sparks and flame. Do not pressurize, cut, weld, braze, solder, drill, grind, or expose empty containers to heat, sparks or open flames.
Storage:
Keep away from heat, sparks, and flame. Keep away from sources of ignition. Store in a tightly closed container. Keep under a nitrogen blanket. Store in a cool, dry, well-ventilated area away from incompatible substances. Keep refrigerated. (Store below 4C/39F.)

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Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
Engineering Controls:
Use adequate ventilation to keep airborne concentrations low. Use adequate general or local exhaust ventilation to keep airborne concentrations below the permissible exposure limits.
Exposure Limits CAS# 95-13-6: United Kingdom, WEL - TWA: 10 ppm TWA; 48 mg/m3 TWA United Kingdom, WEL - STEL: 15 ppm STEL; 72 mg/m3 STEL Belgium - TWA: 10 ppm VLE; 49 mg/m3 VLE France - VME: 10 ppm VME; 45 mg/m3 VME Germany: 45 mg/m3 TWA Malaysia: 10 ppm TWA; 48 mg/m3 TWA Netherlands: 10 ppm MAC; 45 mg/m3 MAC Spain: 10 ppm VLA-ED; 48 mg/m3 VLA-ED Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
A respiratory protection program that meets OSHA's 29 CFR 1910.134 and ANSI Z88.2 requirements or European Standard EN 149 must be followed whenever workplace conditions warrant respirator use. Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

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Section 9 - PHYSICAL AND CHEMICAL PROPERTIES

Physical State: Liquid
Color: clear, colorless
Odor: None reported.
pH: Not available.
Vapor Pressure: 1.7 hPa @ 20 C
Viscosity: Not available.
Boiling Point: 181 deg C @ 760.00mm Hg
Freezing/Melting Point: -1.8 deg C
Autoignition Temperature: Not available.
Flash Point: 78 deg C ( 172.40 deg F)
Explosion Limits, lower: N/A
Explosion Limits, upper: N/A
Decomposition Temperature:
Solubility in water: insoluble
Specific Gravity/Density: .9920g/cm3
Molecular Formula: C9H8
Molecular Weight: 116.16

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Section 10 - STABILITY AND REACTIVITY
Chemical Stability:
Oxidizes when exposed to air. Stable. However may polymerize explosively if heated to the melting point.
Conditions to Avoid:
Incompatible materials, ignition sources, exposure to air, excess heat, strong oxidants.
Incompatibilities with Other Materials:
Oxidizing agents Hazardous Decomposition Products:
Carbon monoxide, irritating and toxic fumes and gases, carbon dioxide.
Hazardous Polymerization: May occur.

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Section 11 - TOXICOLOGICAL INFORMATION
RTECS#:
CAS# 95-13-6: NK8225000 LD50/LC50:
CAS# 95-13-6: Inhalation, rat: LC50 = 14 gm/m3; Inhalation, rat: LC50 = 14000 mg/m3/4H.
Carcinogenicity:
Indene - Not listed by ACGIH, IARC, or NTP.
Other:
See actual entry in RTECS for complete information.

---

Section 12 - ECOLOGICAL INFORMATION
Other No information available.

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Section 13 - DISPOSAL CONSIDERATIONS
Dispose of in a manner consistent with federal, state, and local regulations.

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Section 14 - TRANSPORT INFORMATION

IATA
Shipping Name: FLAMMABLE LIQUID, N.O.S.*
Hazard Class: 3
UN Number: 1993
Packing Group: III
IMO
Shipping Name: FLAMMABLE LIQUID, N.O.S.
Hazard Class: 3.3
UN Number: 1993
Packing Group: III
RID/ADR
Shipping Name: FLAMMABLE LIQUID, N.O.S.
Hazard Class: 3
UN Number: 1993
Packing group: III

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Section 15 - REGULATORY INFORMATION

European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: Not available.
Risk Phrases:
Safety Phrases:
S 24/25 Avoid contact with skin and eyes.
WGK (Water Danger/Protection)
CAS# 95-13-6: No information available.
Canada
CAS# 95-13-6 is listed on Canada's DSL List.
CAS# 95-13-6 is listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 95-13-6 is listed on the TSCA inventory.

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SECTION 16 - ADDITIONAL INFORMATION
N/A

制备方法与用途

稠环芳烃：茚

茚又名苯并环丙烯，是一种稠环芳烃。低毒，对皮肤和粘膜有刺激作用。天然存在于煤焦油及原油中，不完全燃烧的矿石燃料也会释放出茚。其分子式为C9H8，分子量116.16。分子中的苯环和环戊二烯共享两个相邻的碳原子。

物理性质 外观为无色液体，在蒸汽中不挥发；静置时变为黄色，曝晒于日光下即失去颜色；熔点-1.8°C，沸点182.6°C，闪点58℃；相对密度0.9960（25/4℃），不溶于水，能与乙醇或乙醚混溶。

化学性质 茚分子中含有活泼的烯键，易发生聚合反应或加成反应。香豆酮-茚树脂即为茚与香豆酮的共聚物。在室温下即可聚合；加热或在酸性催化剂存在下，能使聚合速率急剧增加，与浓硫酸作用生成仲茚树脂。催化加氢后可生成二氢茚。易氧化，与硫反应生成络合物，呈弱酸性和还原性。与金属钠作用生成钠盐，与醛酮缩合生成苯并富烯。

用途 主要用于合成树脂、杀虫剂及用作溶剂。少量用于有机溶剂和杀虫剂的中间体外，主要用于生产茚-古马隆树脂。原料是重苯和轻油馏分中蒸馏切取的160-215℃的馏分，大致含苯乙烯6%、古马隆4%、茚40%、4-甲基苯乙烯5%，以及少量二甲苯、甲苯等化合物。树脂总量占原料的60-70%。在氯化铝、氟化硼或浓硫酸等催化剂作用下，将茚、古马隆馏分在加压或不加压下聚合即生成茚-古马隆树脂。

生产方法 从高温焦油中提取，含量为0.25%-0.3%，主要存在于沸点168-175℃的煤焦油及粗苯馏分中。以重苯为原料在分馏塔上进行精馏，控制回流比和温度后切取含茚达标的馏分；另一种方法是用糠醛作为共沸剂进行共沸蒸馏。

类别 易燃液体

毒性分级 中毒

急性毒性 吸入-大鼠LC50: 14000 毫克/立方米

可燃性危险特性 遇明火、高温或强氧化剂燃烧；燃烧排放刺激烟雾

储运特性 包装完整，轻装轻放；库房通风良好，远离明火和高温，与氧化剂分开存放

灭火剂 泡沫、二氧化碳、干粉、砂土、雾状水

职业标准 TLV-TWA 10 PPM (45 毫克/立方米)；STEL 6 PPM (15 毫克/立方米)

反应信息

• 作为反应物：
  描述：

  茚 在 碘苯二乙酸 、 氨基甲酸铵 作用下， 以 甲醇 为溶剂， 以43 %的产率得到异喹啉
  参考文献：
  名称：

  氮原子插入茚中获得异喹啉

  摘要：

  我们报告了一个方便的方案，用于将氮原子插入茚中以提供异喹啉。该反应使用市售苯碘 ( III ) 二乙酸酯 (PIDA) 和氨基甲酸铵的组合作为氮源，以提供范围广泛的异喹啉。各种替代模式和常用的功能组都具有良好的耐受性。操作简单性使该协议具有广泛的适用性，并已成功扩展到环戊二烯直接相互转化为相应的吡啶。此外，该策略能够使用15 NH 4 Cl 作为商业15 N 源轻松合成15 N 标记的异喹啉。

  DOI：

  10.1039/d2sc06952k
• 作为产物：
  描述：

  2,3-二氢-1H-茚-1-醇 在 4-二甲氨基吡啶 、 lithium tetrafluoroborate 、 N,N'-二环己基碳二亚胺 、 sodium iodide 作用下， 以 丙酮 为溶剂， 生成 茚
  参考文献：
  名称：

  供体-受体复合物能够从醇、胺和羧酸合成E-烯烃

  摘要：

  烯烃是普遍的底物和功能。从醇、胺和羧酸等易得起始原料合成烯烃对于解决有机合成中的可持续性问题具有重要意义。据报道，金属光氧化还原催化的去官能化可以在温和条件下实现这种转变。然而，所有这些有价值的策略都需要过渡金属催化剂、配体或昂贵的光催化剂，并且仍然存在控制区域选择性和立体选择性的挑战。在此，我们提出了一种由电子供体-受体（EDA）配合物实现的根本不同的策略，用于从这些简单且易于获得的起始材料选择性合成烯烃。该转化是通过用碱金属盐对活化底物的 EDA 络合物进行光活化，然后从原位生成的烷基自由基中消除氢原子来进行的。该方法操作简单直接，不含光催化剂和过渡金属，并表现出高区域选择性和立体选择性。

  DOI：

  10.1039/d1sc01024g
• 作为试剂：
  描述：

  对氯碘苯 在 palladium diacetate 、 caesium carbonate 、 茚 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以64%的产率得到4,4'-二氯联苯
  参考文献：
  名称：

  芳烃卤化通过茚的CH活化还原偶联

  摘要：

  本文介绍了与茚（一种用作还原剂的非杂原子烯烃）进行还原偶联反应的第一种情况。基板的范围很广。实现了12和14元环的均偶联，交叉偶联和合成。在对照实验中，茚产物曲线和密度泛函理论计算表明，η 3 -钯茚中间体通过C-H活化在碳酸铯的存在下形成的。我们推测最终产物是通过Pd（IV）中间体或芳基配体交换获得的。此外，我们排除了钯阴离子（Pd（0）-）中间体的形成。

  DOI：

  10.1002/cjoc.202100034

文献信息

• Hydrazines and Azides via the Metal-Catalyzed Hydrohydrazination and Hydroazidation of Olefins
  作者：Jérôme Waser、Boris Gaspar、Hisanori Nambu、Erick M. Carreira

  DOI：10.1021/ja062355+

  日期：2006.9.1

  which the H and the N atoms come from two different reagents, a silane and an oxidizing nitrogen source (azodicarboxylate or sulfonyl azide). The hydrohydrazination reaction using di-tert-butyl azodicarboxylate is characterized by its ease of use, large functional group tolerance, and broad scope, including mono-, di-, tri-, and tetrasubstituted olefins. Key to the development of the hydroazidation

  报道了 Co 和 Mn 催化的烯烃加氢肼和加氢叠氮化反应的发现、研究和实施。这些反应等效于 CC 双键与受保护的肼或偶氮酸的直接加氢胺化，但基于不同的概念，其中 H 和 N 原子来自两种不同的试剂，硅烷和氧化性氮源（偶氮二羧酸或磺酰叠氮化物） ）。使用偶氮二羧酸二叔丁酯的加氢肼反应具有使用方便、官能团耐受性大、适用范围广的特点，包括单、二、三和四取代烯烃。氢叠氮化反应发展的关键是使用磺酰叠氮化物作为氮源和叔丁基过氧化氢的活化作用。发现该反应对于单、二和三取代烯烃的官能化是有效的，并且只有少数官能团是不能容忍的。获得的烷基叠氮化物是通用中间体，可以在不分离叠氮化物的情况下转化为游离胺或三唑。初步的机理研究表明，烯烃的氢化钴是限速的，然后是胺化反应。不能排除并可能涉及自由基中间体。然后进行胺化反应。不能排除并可能涉及自由基中间体。然后进行胺化反应。不能排除并可能涉及自由基中间体。
• Catalytic Azido‐Hydrazination of Alkenes Enabled by Visible Light: Mechanistic Studies and Synthetic Applications
  作者：Peng Wang、Yunxuan Luo、Songsong Zhu、Dengfu Lu、Yuefa Gong

  DOI：10.1002/adsc.201901041

  日期：2019.12.17

  visible‐light‐enabled catalytic intermolecular azido‐hydrazination method for unactivated alkenes is developed via an orderly radical addition sequence. This transformation features metal‐free and redox‐neutral conditions and is applicable to a wide range of alkenes with commercially available reagents. Mechanistic and kinetic studies reveal that the efficient generation of azide radical enabled by fluorenone

  通过有序的自由基加成顺序，开发出了一种可在可见光下催化的未活化烯烃分子间叠氮酰肼化方法。这种转变具有无金属和氧化还原中性的条件，适用于使用市售试剂的多种烯烃。力学和动力学研究表明，芴酮在可见光下有效生成叠氮化物自由基对于该方法至关重要。通过该反应制备的β-叠氮基烷基肼可方便地衍生为有价值的合成构件，并且其中一种产品已成功用于（±）-依鲁替尼的全合成，用于治疗B细胞癌。
• Thiourea-Mediated Halogenation of Alcohols
  作者：Amar R. Mohite、Ravindra S. Phatake、Pooja Dubey、Mohamed Agbaria、Alexander I. Shames、N. Gabriel Lemcoff、Ofer Reany

  DOI：10.1021/acs.joc.0c01431

  日期：2020.10.16

  conditions expedited by the presence of substoichiometric amounts of thiourea additives is presented. The amount of thiourea added dictates the pathway of the reaction, which may diverge from the desired halogenation reaction toward oxidation of the alcohol, in the absence of thiourea, or toward starting material recovery when excess thiourea is used. Both bromination and chlorination were highly efficient

  提出了在亚化学计量的硫脲添加剂的存在下加速的在温和条件下醇的卤化。硫脲的添加量决定了反应的途径，该途径可能与所需的卤化反应不同，在没有硫脲的情况下朝着醇的氧化，或者在使用过量的硫脲时朝着原料的回收。溴化和氯化对于伯醇，仲醇，叔醇和苄醇都非常有效，并且可以耐受各种官能团。详细的电子顺磁共振（EPR）研究，同位素标记和其他对照实验表明，基于自由基的机理。反应是在环境条件下进行的，使用的试剂普遍存在且价格便宜，具有广泛的应用范围，并且可以实现高度原子经济，
• Benzoxazinyl-amidocyclopentyl-heterocyclic modulators of chemokine receptors
  申请人：Goble D. Stephen

  公开号：US20070238723A1

  公开（公告）日：2007-10-11

  Cyclopentyl compounds linked to a benzoxazinyl group through an amido moiety utilizing the ring nitrogen of the benzoxazine, and further substituted with a heterocyclic moiety, such compounds represented by formula I: which are used to modulate the CCR-2 chemokine receptor to prevent or treat inflammatory and immunoregulatory disorders and diseases, allergic diseases, atopic conditions including allergic rhinitis, dermatitis, conjunctivitis, and asthma, as well as autoimmune pathologies such as rheumatoid arthritis and atherosclerosis; and pharmaceutical compositions comprising these compounds and the use of these compounds and compositions.

  环戊基化合物通过酰胺基团与苯并噁唑基团相连，利用苯并噁唑环的环氮原子，并进一步用杂环基团取代，这些化合物由式I表示： 用于调节CCR-2趋化因子受体，以预防或治疗炎症和免疫调节性疾病和疾病，过敏性疾病，包括过敏性鼻炎，皮炎，结膜炎和哮喘，以及类风湿性关节炎和动脉粥样硬化等自身免疫病理病变；以及包含这些化合物的药物组合物和这些化合物和组合物的使用。
• Double Functionalization of Styrenes by Cu-Mediated Assisted Tandem Catalysis
  作者：Daichi Kawauchi、Hirofumi Ueda、Hidetoshi Tokuyama

  DOI：10.1002/ejoc.201900088

  日期：2019.3.14

  Various C–C and C‐X bonds could be formed by double functionalization of olefins featuring Cu‐mediated assisted tandem catalysis. Furthermore, one‐pot indoline syntheses with o‐bromostyrenes as an application could be achieved.

  通过具有铜介导的辅助串联催化作用的烯烃的双重官能化，可以形成各种C–C和C–X键。此外，可以实现与邻溴苯乙烯的一锅二氢吲哚合成。

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