8-oxo-2-phenyl-5,6,7,8-tetrahydroquinoline | 78590-01-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 8-oxo-2-phenyl-5,6,7,8-tetrahydroquinoline
• 英文别名: 2-phenyltetrahydroquinolin-8-one；2-phenyl-5,6,7,8-tetrahydroquinoin-8-one；2-phenyl-5,6,7-trihydroquinolin-8-one；2-phenyl-6,7-dihydro-5H-quinolin-8-one
• CAS: 78590-01-9
• 化学式: C₁₅H₁₃NO
• 分子量: 223.274
• InChiKey: NKBVQIYUSJOXFE-UHFFFAOYSA-N

物化性质

• 熔点：
  145-146 °C
• 沸点：
  405.6±34.0 °C(Predicted)
• 密度：
  1.167±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  30
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  8-oxo-2-phenyl-5,6,7,8-tetrahydroquinoline 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 生成 1'-Hydroxy-6-phenyl-2,3-pyrido-Δ^5'-cyclohexen
  参考文献：
  名称：

  Rhodium Catalyzed Asymmetric Hydrogenation of 2-Pyridine Ketones

  摘要：

  Catalyzed by [Rh(COD)Binapine]BF4, the asymmetric hydrogenation of 2-pyridine ketones has been achieved with excellent enantioselectivities (enantiomeric excesses up to 99%) under mild conditions. This method is suitable for various kinds of 2-pyridine ketones and their derivatives. A number of enantiomerically pure chiral 2-pyridine-aryl/alkyl alcohols were prepared through hydrogenation, which can be used directly in organic synthesis.

  DOI：

  10.1021/acs.orglett.5b01878
• 作为产物：
  描述：

  1'-Hydroxy-6-phenyl-2,3-pyrido-Δ^5'-cyclohexen 在 草酰氯 、 二甲基亚砜 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 以88%的产率得到8-oxo-2-phenyl-5,6,7,8-tetrahydroquinoline
  参考文献：
  名称：

  Design and synthesis of new chiral pyridine–phosphite ligands for the copper-catalyzed enantioselective conjugate addition of diethylzinc to acyclic enones

  摘要：

  A series of new chiral pyridine-phosphite ligands have been prepared from (R)-pyridyl alcohols and BINOL-derived chlorophosphite, and successfully employed in the copper-catalyzed enantioselective conjugate addition of diethylzinc to acyclic enones. Using the simple and inexpensive CuBr2 as a precursor, the enantioselective additions to various Substituted acyclic enones afforded products in high yields and good enantioselectivities (up to 92% ee). (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2009.05.014

文献信息

• Bidentate geometry-constrained iminopyridyl nickel-catalyzed synthesis of amines or imines via borrowing hydrogen or dehydrogenative condensation
  作者：Yong Jiang、Miao Hu、Nan Sun、Baoxiang Hu、Zhenlu Shen、Xinquan Hu、Liqun Jin

  DOI：10.1016/j.tetlet.2020.152604

  日期：2020.12

  efficient Ni-catalyzed N-alkylation of various anilines with alcohols via borrowing hydrogen is reported using a bidentate geometry-constrained iminopyridyl nickel complex as the catalyst. Substituted benzylic alcohols and short/long chain aliphatic alcohols could be applied as the alkylation sources to couple with aromatic and heteroaromatic amines to give a diverse set of N-alkylation outcomes in moderate

  报道了使用双齿几何约束的亚氨基吡啶基镍配合物作为催化剂，通过借入氢用醇对各种苯胺与醇的有效的Ni催化的N-烷基化。取代的苄醇和短/长链脂族醇可以用作烷基化源，与芳族和杂芳族胺偶联，以中等至极好的收率得到各种N-烷基化结果。镍催化体系也适用于脂肪族胺，可通过无受体脱氢缩合策略选择性地输送相应的亚胺。
• [EN] SPIROPYRROLIDINE BETA-SECRETASE INHIBITORS FOR THE TREATMENT OF ALZHEIMER'S DISEASE<br/>[FR] INHIBITEURS DE BÊTA-SÉCRÉTASE DE TYPE SPIROPYRROLIDINE POUR LE TRAITEMENT DE LA MALADIE D'ALZHEIMER
  申请人：MERCK SHARP & DOHME

  公开号：WO2010094242A1

  公开（公告）日：2010-08-26

  The present invention is directed to spiropyrrolidine compounds of formula (I) which are inhibitors of the beta-secretase enzyme and that are useful in the treatment of diseases in which the beta-secretase enzyme is involved, such as Alzheimer's disease. The invention is also directed to pharmaceutical compositions comprising these compounds and the use of these compounds and compositions in the treatment of such diseases in which the beta-secretase enzyme is involved.

  本发明涉及式(I)的螺环吡咯烷化合物，它们是β-分泌酶的抑制剂，并且在治疗涉及β-分泌酶的疾病，如阿尔茨海默病中有用。该发明还涉及包含这些化合物的药物组合物，以及在治疗涉及β-分泌酶的这类疾病中使用这些化合物和组合物。
• Iron(ii)–bis(isonitrile) complexes: novel catalysts in asymmetric transfer hydrogenations of aromatic and heteroaromatic ketones
  作者：Anu Naik、Tapan Maji、Oliver Reiser

  DOI：10.1039/c0cc00508h

  日期：——

  Chiral iron(ii)-bis(isonitrile) complexes catalyse the transfer hydrogenation of aromatic ketones with enantioselectivities up to 91% ee, most likely via hydride transfer through imine intermediates, generated by in situ reduction of the isonitrile ligands, whereas iron acts as a Lewis acid to activate the ketone.

  手性铁（ii）-双（腈）配合物催化对映选择性高达91％ee的芳族酮的转移加氢反应，最有可能是通过原位还原异腈配体而通过亚胺中间体进行的氢化物转移，而铁起着路易斯酸激活酮。
• [EN] NOVEL MICROBIOCIDES<br/>[FR] MICROBIOCIDES INÉDITS
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2012038521A1

  公开（公告）日：2012-03-29

  The present invention provides compounds of formula (I) wherein R1, R2, A, X, D1, D2 and Y3 are as defined in the claims. The invention further provides intermediates used in the preparation of these compounds, to compositions which comprise these compounds and to their use in agriculture or horticulture for controlling or preventing infestation of plants by phytopathogenic microorganisms, preferably fungi.

  本发明提供了式（I）中的化合物，其中R1、R2、A、X、D1、D2和Y3如索赔中所定义。该发明还提供了在制备这些化合物中使用的中间体，包括含有这些化合物的组合物以及它们在农业或园艺中用于控制或预防植物被植物病原微生物，尤其是真菌侵害的用途。
• [EN] NOVEL BISOXIME MICROBIOCIDES<br/>[FR] NOUVEAUX MICROBIOCIDES BISOXIME
  申请人：SYNGENTA PARTICIPATIONS AG

  公开号：WO2013139822A1

  公开（公告）日：2013-09-26

  The invention relates to compounds of formula (I), wherein R1, R2, X, Y1, Y2, Y3, D1, D2, D3, G1, G2, G3 and p are as defined in the claims. The invention further provides intermediates used in the preparation of these compounds, to compositions which comprise these compounds and to their use in agriculture or horticulture for controlling or preventing infestation of plants by phytopathogenic microorganisms, preferably fungi.

  该发明涉及式(I)的化合物，其中R1、R2、X、Y1、Y2、Y3、D1、D2、D3、G1、G2、G3和p如权利要求中所定义。该发明还提供了用于制备这些化合物的中间体，以及包含这些化合物的组合物，并将它们用于农业或园艺中，用于控制或预防植物受植物病原微生物，尤其是真菌的侵害。