4,5-dihydro-3H-benz[e]indole

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4,5-dihydro-3H-benz[e]indole
• 英文别名: 4,5-dihydrobenz[e]indole；4,5-Dihydrobenzo[e]indole；4,5-dihydro-3H-benzo[e]indole
• 化学式: C₁₂H₁₁N
• 分子量: 169.226
• InChiKey: XFLAQEHHWLBOEJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  15.8
• 氢给体数：
  1
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  3-tosyl-4,5-dihydro-3H-naphtho[1,2-d][1,2,3]triazole 在 dirhodium tetraacetate 、 potassium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 1,2-二氯乙烷 为溶剂， 反应 4.0h， 生成 4,5-dihydro-3H-benz[e]indole
  参考文献：
  名称：

  Rhodium-Catalyzed Transannulation of 1,2,3-Triazoles to Polysubstituted Pyrroles

  摘要：

  Rhodium-catalyzed transannulation of N-sulfonyl-1,2,3-triazoles with vinyl ether has been accomplished for the synthesis of various polysubstituted pyrroles. The present method allows the synthesis of mono-, di-, and trisubstituted pyrroles with appropriate substitutions. Furthermore, the developed methodology was applied in the formal synthesis of neolamellarin A, an antitumor agent.

  DOI：

  10.1021/jo501043h

文献信息

• [EN] PESTICIDE COMPOUNDS<br/>[FR] COMPOSÉS PESTICIDES
  申请人：BASF SE

  公开号：WO2015007682A1

  公开（公告）日：2015-01-22

  The present invention relates to novel compounds of the formula I and the N-oxides, stereoisomers, tautomers and agriculturally or veterinarily acceptable salts thereof wherein C1 is C or CH; C2 is C or CH; A1 is N or C; A2 is N, C(R2), N(R3), O, S or C(R4,R5); and A3 is N, O, S, N(R6), C(R7) or C(R8,R9); where one or two non-adjacent bonds in the 5-membered ring formed by C1, C2, A1, A2 and A3 are double bonds, while the others are single bonds, provided that the bond between A1 and A2 or the bond between A1 and C1 or the bond between A2 and A3 or the bond between C1 and C2 or the bond between A3 and C2 is a double bond further provided that at least one of A1, A2 and A3 is N, N(R3) or N(R6), and where Ar, R1, R2, R3, R4,R5, R6, R7, R8, R9 and (R)k are as defined in the claims and in the description, which are useful for combating or controlling invertebrate pests, in particular arthropod pests and nematodes. The invention also relates to a method for controlling invertebrate pests by using these compounds and to plant propagation material and to an agricultural and a veterinary composition comprising said compounds.

  本发明涉及公式I的新化合物及其N-氧化物、立体异构体、互变异构体和农业或兽医可接受的盐，其中C1为C或CH；C2为C或CH；A1为N或C；A2为N、C(R2)、N(R3)、O、S或C(R4,R5)；A3为N、O、S、N(R6)、C(R7)或C(R8,R9)；其中由C1、C2、A1、A2和A3形成的5元环中的一个或两个非相邻键为双键，而其他键为单键，前提是A1和A2之间的键或A1和C1之间的键或A2和A3之间的键或C1和C2之间的键或A3和C2之间的键为双键，进一步前提是A1、A2和A3中至少有一个为N、N(R3)或N(R6)，其中Ar、R1、R2、R3、R4、R5、R6、R7、R8、R9和(R)k的定义如权利要求和说明书中所述，用于对抗或控制无脊椎动物害虫，特别是节肢动物害虫和线虫。该发明还涉及一种利用这些化合物控制无脊椎动物害虫的方法，以及包括所述化合物的植物繁殖材料和农业和兽医组合物。
• Expedient one-pot synthesis of pyrroles from ketones, hydroxylamine, and 1,2-dichloroethane
  作者：Boris A. Trofimov、Al'bina I. Mikhaleva、Andrei V. Ivanov、Viktoria S. Shcherbakova、Igor' A. Ushakov

  DOI：10.1016/j.tet.2014.11.031

  日期：2015.1

  2- and 2,3-Substituted pyrroles are readily synthesized in a one-pot procedure from ketones, hydroxylamine hydrochloride, and 1,2-dichloroethane in the KOH/DMSO system (120 °C, 2–4 h), the yields of pyrroles ranging 11–85%. Aliphatic, cycloaliphatic, aromatic, and heteroaromatic ketones tolerate the reaction conditions.

  在KOH / DMSO系统中（120°C，2-4 h），可通过酮，盐酸羟胺和1,2-二氯乙烷的一锅法轻松合成2-和2,3-取代的吡咯。吡咯含量为11–85％。脂族，脂环族，芳族和杂芳族酮可耐受反应条件。
• COMPOUNDS FOR ALZHEIMER'S DISEASE
  申请人：Slade Rachel

  公开号：US20080249135A1

  公开（公告）日：2008-10-09

  The invention provides novel compounds useful for the treatment of neurodegenerative disorders including Alzheimer's disease and dementia. The compounds have a substituents chosen from -L-C(═O)OH, -L-CH═CHC(═O)OH, -L-C(═O)NH 2 , -L-C(═O)NH(C 1-3 alkyl), -L-C(═O)N(C 1-3 alkyl) 2 , -L-S(═O) 2 (C 1-3 alkyl), -L-S(═O) 2 NH 2 , -L-S(═O) 2 N(C 1-3 alkyl) 2 , -L-S(═O) 2 NH(C 1-3 alkyl), -L-C(═O)NHOH, -L-C(═O)CH 2 NH 2 , -L-C(═O)CH 2 OH, -L-C(═O)CH 2 SH, -L-C(═O)NHCN, -L-NHC(═O)OR o , -L-C(═O)NHR o , -L-NH(C═O)NHR o , -L-C(═O)N(R o ) 2 , -L-NH(C═O)N(R o ) 2 , -L-sulfo, -L-(2,6 difluorophenol), -L-phosphono, and -L-tetrazolyl, where L is a linker.

  这项发明提供了用于治疗神经退行性疾病，包括阿尔茨海默病和痴呆症的新型化合物。这些化合物具有从-L-C(═O)OH，-L-CH═CHC(═O)OH，-L-C(═O)NH2，-L-C(═O)NH(C1-3烷基)，-L-C(═O)N(C1-3烷基)2，-L-S(═O)2(C1-3烷基)，-L-S(═O)2NH2，-L-S(═O)2N(C1-3烷基)2，-L-S(═O)2NH(C1-3烷基)，-L-C(═O)NHOH，-L-C(═O)CH2NH2，-L-C(═O)CH2OH，-L-C(═O)CH2SH，-L-C(═O)NHCN，-L-NHC(═O)ORo，-L-C(═O)NHRo，-L-NH(C═O)NHRo，-L-C(═O)N(Ro)2，-L-NH(C═O)N(Ro)2，-L-sulfo，-L-(2,6二氟苯酚)，-L-磷酸酯和-L-四唑基的取代基中选择，其中L是连接物。
• Indole Derivatives With Antitumor Activity
  申请人：Grugni Mario

  公开号：US20090036441A1

  公开（公告）日：2009-02-05

  3H-Benzo[e]indol-4,5-dione derivatives with antitumor activity, the processes for the preparation thereof and pharmaceutical compositions containing them.

  具有抗肿瘤活性的3H-苯并[e]吲哚-4,5-二酮衍生物，其制备方法以及含有它们的药物组合物。
• A peculiar selective rearrangement during the NiS-catalysed dehydrogenation of 4,5-dihydro-1H-benz[g]indole
  作者：Boris A. Trofimov、Alexander M. Vasil’tsov、Igor’ A. Ushakov、Andrey V. Ivanov、Elena Yu. Schmidt、Al’bina I. Mikhaleva、Nadezhda I. Protsuk、Vladimir B. Kobychev

  DOI：10.1016/j.mencom.2007.09.017

  日期：2007.9

  The dehydrogenation of 4,5-dihydro-1 H -benz[g]indole on NiS/Al 2 O 3 (350 °C) is accompanied by a peculiar rearrangement to give 3H-benz[e]indole (71%).

  在NiS / Al 2 O 3（350°C）上将4,5-二氢-1 H-苯并[g]吲哚脱氢，并进行特殊的重排，得到3H-苯并[e]吲哚（71％）。