methyl 2-(2-(1,2,3,4-tetrahydro-3-oxonaphthalenyl))acetate | 115033-90-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: methyl 2-(2-(1,2,3,4-tetrahydro-3-oxonaphthalenyl))acetate
• 英文别名: 2-Oxo-1,2,3,4-tetrahydronaphthalene-3-acetic acid methyl ester；methyl 2-(3-oxo-2,4-dihydro-1H-naphthalen-2-yl)acetate
• CAS: 115033-90-4
• 化学式: C₁₃H₁₄O₃
• 分子量: 218.252
• InChiKey: PIYWMRPWQAQPJM-UHFFFAOYSA-N

物化性质

• 沸点：
  344.9±35.0 °C(predicted)
• 密度：
  1.146±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 2-(2-(1,2,3,4-tetrahydro-3-oxonaphthalenyl))acetate 、 苄胺 、 氰基硼氢化钠 、 、 钠 在 氩 、 水 、 二氯甲烷 、 Brine 、 Sodium sulfate-III 作用下， 以 甲醇 、 四氢呋喃 、 溶剂黄146 为溶剂， 反应 16.5h， 以to give a brown solid (4.38 g)的产率得到cis-1-Benzyl-1,3,3a,4,9,9a-hexahydro-2H-benz[f]indole-2-one
  参考文献：
  名称：

  Tricyclic amine derivatives

  摘要：

  化合物的化学式(I)： ##STR1## 其中R.sup.1代表化学式(A)或(B)的基团： ##STR2## R.sup.2，R.sup.3，Ar，Y Ar.sup.1的定义如本说明书中所述；或其药学上可接受的盐，具有在多巴胺受体上的活性，可用于治疗精神病。

  公开号：

  US06080752A1
• 作为产物：
  描述：

  methyl 4-<2-<2-oxo-(phenylseleno)ethyl>phenyl>-2-butenoate 在 偶氮二异丁腈 、 三正丁基氢锡 作用下， 以 苯 为溶剂， 反应 0.5h， 以37%的产率得到methyl 2-(2-(1,2,3,4-tetrahydro-3-oxonaphthalenyl))acetate
  参考文献：
  名称：

  Acyl radicals: intermolecular and intramolecular alkene addition reactions

  摘要：

  A full study of the use of phenyl selenoesters as precursors to acyl radicals and their subsequent participation in intermolecular and intramolecular alkene addition reactions is detailed. Primary alkyl-, vinyl-, and aryl-substituted acyl radicals generated by Bu3SnH treatment of the corresponding phenyl selenoesters participate cleanly in intermolecular addition reactions with alkenes bearing electron-withdrawing or radical-stabilizing substituents at rates that exceed those of the potentially competitive decarbonylation or reduction. Similarly, their intramolecular addition to activated or unactivated alkenes proceeds without significant competitive reduction or decarbonylation and at rates generally greater-than-or-equal-to 1 x 10(6) s-1 with some occurring at rates greater-than-or-equal-to 3 x 10(7) s-1. Consistent with their behavior in intermolecular addition reactions, the 5-exo-trig cyclizations of secondary and tertiary alkyl-substituted acyl radicals to an unactivated olefin acceptor may be accompanied by varying degrees of decarbonylation, even under low-temperature free-radical reaction conditions. Studies are presented which suggest that the intramolecular additions of acyl radicals to alkenes under the conditions detailed herein may be regarded as irreversible, kinetically controlled processes which exhibit regioselectivity that is predictable based on well-established empirical rules set forth for the analogous free-radical cyclization reactions of alkyl radicals.

  DOI：

  10.1021/jo00031a021

文献信息

• Palladium-catalyzed carbonylative cyclization of o-allylbenzyl halides to produce benzo-annulated enol lactones and/or bicyclo[3.3.0]hept-3-en-6-ones. An efficient route to U-68,215
  作者：Guangzhong Wu、Izumi Shimoyama、Eiichi Negishi

  DOI：10.1021/jo00023a011

  日期：1991.11

  Treatment of omicron-allylbenzyl halides with CO in the presence of 1.5-2.0 equiv of a base, such as NEt3, and a catalytic amount of a palladium complex, such as Cl2Pd(PPh3)2, provides a 2,3,3a,4-tetrahydro-2-oxonaphthyl[2,3-b]furans and/or cyclovutanone derivatives tentatively identified as 2,2a,7,7a-tetrahydro-1H-cyclobut[a]inden-2-ones.
• Acyl radicals: functionalized free radicals for intramolecular cyclization reactions
  作者：Dale L. Boger、Robert J. Mathvink

  DOI：10.1021/jo00249a053

  日期：1988.7
• BOGER, D. L.;MATHVINK, R. J., J. ORG. CHEM., 53,(1988) N 14, 3377-3379
  作者：BOGER, D. L.、MATHVINK, R. J.

  DOI：——

  日期：——
• TRICYCLIC AMINE DERIVATIVES
  申请人：SMITHKLINE BEECHAM PLC

  公开号：EP0906284A1

  公开（公告）日：1999-04-07
• US6080752A
  申请人：——

  公开号：US6080752A

  公开（公告）日：2000-06-27