1-iodo-3-(m-methoxyphenyl)propane | 57822-33-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-iodo-3-(m-methoxyphenyl)propane
• 英文别名: 3-(3-methoxyphenyl)-1-iodopropane；3-(3-iodo-propyl)-anisole；Methyl-[3-(3-jod-propyl)-phenyl]-aether；3-Methoxy-1-(3-jod-propyl)-benzol；3-(3-Methoxy-phenyl)-propyljodid；3-(3-Jod-propyl)-anisol；3-(3-Methoxyphenyl)propyl iodide；1-(3-iodopropyl)-3-methoxybenzene
• CAS: 57822-33-0
• 化学式: C₁₀H₁₃IO
• 分子量: 276.117
• InChiKey: BHIYVIJRFXXLFD-UHFFFAOYSA-N

物化性质

• 沸点：
  155-160 °C(Press: 11 Torr)
• 密度：
  1.520±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  12
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-iodo-3-(m-methoxyphenyl)propane 在 六氟异丙醇 、 potassium tert-butylate 、 potassium carbonate 作用下， 以 四氢呋喃 、 丙酮 为溶剂， 反应 0.5h， 生成 1-acetyl-1-ethoxycarbonyl-6-methoxy-1,2,3,4-tetrahydronaphthalene
  参考文献：
  名称：

  Hypervalent Iodine(III)-Induced Intramolecular Cyclization of α-(Aryl)alkyl-β-dicarbonyl Compounds:  A Convenient Synthesis of Benzannulated and Spirobenzannulated Compounds

  摘要：

  A novel hypervalent iodine(III)-induced direct intramolecular cyclization of alpha-(aryl)alkyl-beta -dicarbonyl compounds has been described. Both meta-and para-substituted phenol ether derivatives containing acyclic or cyclic 1,3-dicarbonyl moieties at the side chain undergo this reaction in a facile manner. The reactions afford benzannulated and spirobenzannulated compounds that are of biological importance. The reaction is found to be general, mild,: and high yielding. The mechanism: of the reaction has been shown to involve a cation radical intermediate.

  DOI：

  10.1021/jo000953f
• 作为产物：
  描述：

  3-(3-甲氧基苯基)-1-丙烯 在 咪唑 、 9-borabicyclo[3.3.1]nonane dimer 、 碘 、 三苯基膦 作用下， 生成 1-iodo-3-(m-methoxyphenyl)propane
  参考文献：
  名称：

  Design, synthesis and cytotoxicity of 7-deoxy aryl discodermolide analogues

  摘要：

  A series of 7-deoxy discodermolide analogues in which the lactone fragment 'C' was replaced by aryl substituents were designed, synthesized, and evaluated for cytotoxicity. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.102

文献信息

• Hypervalent Iodine(III)-induced Intramolecular Cyclization Reaction of Substituted Phenol Ethers with an Alkyl Azido Side-chain: A Novel and Efficient Synthesis of Quinone Imine Derivatives.
  作者：Yasuyuki KITA、Masahiro EGI、Makoto OHTSUBO、Toyokazu SAIKI、Akiko OKAJIMA、Takeshi TAKADA、Hirofumi TOHMA

  DOI：10.1248/cpb.47.241

  日期：——

  Novel and efficient syntheses of quinone imine ketals (2a-j) and quinone imines (4a-h) from substituted phenol ethers (1a-k) bearing an alkyl azido side-chain using the combination of hypervalent iodine(III) reagent, phenyliodine(III) bis(trifluoroacetate) (PIFA) and trimethylsilyl trifuoromethanesulfonate (TMSOTf), have been developed.

  利用高价碘(III)试剂，苯基碘(III)双(三氟乙酸酯)(PIFA)和三甲基硅基三氟甲磺酸酯(TMSOTf)的组合，已经开发出了一种新颖且高效的合成方法，用于从带有烷基叠氮侧链的取代苯酚醚(1a-k)合成醌亚胺缩酮(2a-j)和醌亚胺(4a-h)。
• Aromatic annulation with bisphenylthionium ions
  作者：Abdul Rahman Bin Manas、Robin A.J. Smith

  DOI：10.1016/s0040-4020(01)81496-4

  日期：1987.1

  The chemospecific production and intramolecular aromatic electrophilic substitution (annulation) of bis(phenylthio)carbocations (bisphenylthionium ions) has been studied using appropriate model compounds. The annulation reaction is very sensitive to the Lewis acid initiator and also the solvent. The best reaction conditions were found to be a suspension of silver trifluoromethanesulfonate in dichloromethane

  已使用适当的模型化合物研究了双（苯硫基）羰基化反应（双苯硫鎓离子）的化学特异产生和分子内芳族亲电取代（环化）。环化反应对路易斯酸引发剂以及溶剂非常敏感。发现最佳反应条件是三氟甲磺酸银在二氯甲烷中的悬浮液。已经实现了六元环在烷基苯上的环化和五元环和七元环在活化苯上的环化。
• Melatonergic agents
  申请人：Bristol-Myers Squibb Co.

  公开号：US05661185A1

  公开（公告）日：1997-08-26

  New melatonergic agents are phenyl alkanyl or phenyl alkyl substituted carboxamides and ureas of Formula I: ##STR1## wherein: R.sub.1 =C.sub.1-3 alkyl, allyl, C.sub.3-6 cycloalkyl substituted C.sub.1-4 alkyl; R.sub.2 =hydrogen, halogen or C.sub.1-4 alkoxy; R.sub.3 =hydrogen or C.sub.1-4 alkyl; R.sub.4 =C.sub.1-4 alkyl, C.sub.1-4 alkyl substituted amino, carboxylic acid substituted C.sub.1-4 alkyl or C.sub.3-6 cycloalkyl, C.sub.3-6 cycloalkyl, or straight or branched chain C.sub.2-4 alkenyl; A=a linear C.sub.2-4 alkanediyl or alkenediyl chain, provided that A not be --CH.sub.2 CH.sub.2 -- when X is a bond; and X=a covalent bond or oxygen.

  新的褪黑素类药物是公式I中的苯基烷基或苯基烷基取代的羧酰胺和脲类化合物：##STR1## 其中：R.sub.1 = C.sub.1-3烷基，烯丙基，C.sub.3-6环烷基取代的C.sub.1-4烷基; R.sub.2 = 氢，卤素或C.sub.1-4烷氧基; R.sub.3 = 氢或C.sub.1-4烷基; R.sub.4 = C.sub.1-4烷基，C.sub.1-4烷基取代的氨基，羧基取代的C.sub.1-4烷基或C.sub.3-6环烷基，C.sub.3-6环烷基，或直链或支链C.sub.2-4烯基; A = 线性C.sub.2-4烷二基或烯二基链，但当X是化学键时，A不能为--CH.sub.2 CH.sub.2--; X = 化学键或氧。
• Photochemical Synthesis of Acyl Fluorides Using Copper-Catalyzed Fluorocarbonylation of Alkyl Iodides
  作者：Pinku Tung、Neal P. Mankad

  DOI：10.1021/acs.orglett.4c00967

  日期：2024.4.19

  reagents due to their unique balance between reactivity and stability. Here, we report a copper-catalyzed carbonylative coupling strategy for synthesizing acyl fluorides under photoirradiation. Alkyl iodides were transformed in high yields into acyl fluorides by using a commercially available copper precatalyst (CuBr·SMe2) and a readily available fluoride salt (KF) at ambient temperature and mild CO pressure

  酰氟由于其反应性和稳定性之间独特的平衡而成为重要的试剂。在这里，我们报道了一种在光照射下合成酰基氟化物的铜催化羰基化偶联策略。通过使用市售的铜预催化剂 (CuBr·SMe 2 ) 和易于获得的氟化物盐 (KF)，在环境温度和温和的 CO 压力 (6 atm) 下，在蓝光照射下，烷基碘以高产率转化为酰基氟化物。
• 139. Experiments on the synthesis of substances related to the sterols. Part XLIII
  作者：Arthur J. Birch、Robert Robinson

  DOI：10.1039/jr9440000503

  日期：——