(E)-2-[2-(4-nitrophenyl)ethenyl]pyridine | 24470-06-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (E)-2-[2-(4-nitrophenyl)ethenyl]pyridine
• 英文别名: (E)-2-(4-nitrostyryl)pyridine；2-(4-nitro-trans-styryl)-pyridine；2-(4-Nitro-trans-styryl)-pyridin；(E)-2-[2-(4-nitrophenyl)ethenyl]-pyridine；2-[(E)-2-(4-nitrophenyl)vinyl]pyridine；2-[(E)-2-(4-nitrophenyl)ethenyl]pyridine
• CAS: 24470-06-2
• 化学式: C₁₃H₁₀N₂O₂
• 分子量: 226.235
• InChiKey: RBWIGCZMJZUUCB-QPJJXVBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (E)-2-[2-(4-nitrophenyl)ethenyl]pyridine 在 磷化氢 、 氢碘酸 作用下， 生成 [4-(2-吡啶-2-基乙基)苯基]胺双盐酸盐
  参考文献：
  名称：

  26. 2-甲基吡啶和芳香醛之间的反应

  摘要：

  DOI：

  10.1039/jr9330000077
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 氢氧化钾 作用下， 生成 (E)-2-[2-(4-nitrophenyl)ethenyl]pyridine
  参考文献：
  名称：

  The Meerwein Reaction with p-Nitrostyrene and 2-Vinylpyridine

  摘要：

  DOI：

  10.1021/ja01637a072

文献信息

• Direct Wittig Olefination of Alcohols
  作者：Qiang-Qiang Li、Zaher Shah、Jian-Ping Qu、Yan-Biao Kang

  DOI：10.1021/acs.joc.7b02720

  日期：2018.1.5

  A base-promoted transition metal-free approach to substituted alkenes using alcohols under aerobic conditions using air as the inexpensive and clean oxidant is described. Aldehydes are relatively difficult to handle compared to corresponding alcohols due to their volatility and penchant to polymerize and autoxidize. Wittig ylides are easily oxidized to aldehydes and consequently form homo-olefination

  描述了在有氧条件下使用醇作为廉价且清洁的氧化剂，使用醇在碱性条件下使用无醇过渡醇取代烯烃的方法。与相应的醇相比，由于醛的挥发性和聚合和自氧化倾向，因此醛相对较难处理。维蒂希酸根易于氧化成醛，因此形成均烯烃化产物。首次通过同时原位生成乙叉和乙叉的策略，无需预先制备醛或乙叉醇就将醇直接转移到烯烃中。因此，实现了二醇的二/单可控烯烃化。这种合成实用的方法已用于克级合成的药物，如DMU-212和白藜芦醇。
• The First Approach to the Synthesis of 1-Unsubstituted 2-Arylindolizines by Intramolecular 1,5-Dipolar Cyclization of 2-(2-Arylethenyl)pyridinium Ylides in the Presence of Tetrakis(pyridine)cobalt (II) Dichromate
  作者：Jian Zhou、Yuefei Hu、Hongwen Hu

  DOI：10.1055/s-1999-3673

  日期：——

  The first approach to the preparation of 1-unsubstituted 2-arylindolizines by intramolecular 1,5-dipolar cyclization of 2-(2-arylethenyl)pyridinium ylides 2a-v in the presence of tetrakis(pyridine)cobalt (II) dichromate was developed. Several kinds of novel 1-unsubstituted 2-aryl-3-acetyl-, 3-benzoyl-, 3-ethoxycarbonyl- and 3-(4-nitrobenzoyl)indolizines 3a-v were synthesized under the mild conditions in reasonable to moderate yields.

  首次开发了在四(吡啶)重铬酸钴(II)存在下，通过 2-(2-芳基乙烯基)吡啶鎓酰化物 2a-v 的分子内 1,5- 二极环化反应制备 1-未取代的 2-芳基吲嗪类化合物的方法。在温和的条件下合成了几种新型 1-未取代的 2-芳基-3-乙酰基、3-苯甲酰基、3-乙氧羰基和 3-（4-硝基苯甲酰基）吲哚类化合物 3a-v，产率为合理到中等。
• REACTIONS OF SILYL-SUBSTITUTED CARBANIONS WITH NITRONES
  作者：Otohiko Tsuge、Kazuhiro Sone、Satoshi Urano

  DOI：10.1246/cl.1980.977

  日期：1980.8.5

  The reaction of carbanions, prepared from 2-(trimethylsilylmethyl)pyridine or N,N-dimethyltrimethylsilylacetamide and lithium diisopropylamide in tetrahydrofuran, with α-aryl-N-phenylnitrones afforded a mixture of the corresponding (E)-alkene, azobenzene and azoxybenzene, respectively. On the other hand, the carbanions reacted with cyclic nitrones to give the corresponding aziridine and/or hydroxylamine

  由 2-(三甲基甲硅烷基甲基)吡啶或 N,N-二甲基三甲基甲硅烷基乙酰胺和二异丙基氨基锂在四氢呋喃中制备的碳负离子与 α-芳基-N-苯基硝酮反应，分别得到相应的 (E)-烯烃、偶氮苯和偶氮苯的混合物. 另一方面，碳负离子与环状硝酮反应得到相应的氮丙啶和/或羟胺衍生物作为主要产物。
• Fungicidal cyclohexylamines
  申请人：BASF Aktiengesellschaft

  公开号：US04968676A1

  公开（公告）日：1990-11-06

  Cyclohexylamines of the formula ##STR1## where X is a single bond or an alkylene chain, Y is hydrogen or an aryl, cyclohexyl, 4-cyclohexylcyclohexyl, perhydro-1- or 2-naphthyl or piperidyl radical, R.sup.1 and R.sup.2 are hydrogen, alkyl, alkenyl, alkynyl, hydroxyalkyl, cycloalkyl, cycloalkenyl or arylalkyl, or R.sup.1 and R.sup.2 together form an alkylene group and, together with the N atom, form a ring, and acid addition salts thereof, with the exception of compounds in which X is a single bond, Y is cyclohexyl, R.sup.1 and R.sup.2 are hydrogen or methyl, and the compounds in which X is C.sub.6 -, C.sub.7 - and C.sub.8 -alkyl, Y is hydrogen and R.sup.1 and R.sup.2 together with the N atom whose substituents they are form a 2,6-dimethylmorpholine radical, and fungicides containing such cyclohexylamines.

  化合物的式子为##STR1## 其中X是单键或者是一个烷基链，Y是氢或者是芳基，环己基，4-环己基环己基，全氢-1-或2-萘基或哌啶基基团，R1和R2是氢，烷基，烯基，炔基，羟基烷基，环烷基，环烯基或芳基烷基，或者R1和R2一起形成一个烷基链并且与N原子一起形成一个环，以及它们的酸加成盐，但是不包括X是单键，Y是环己基，R1和R2是氢或甲基的化合物，以及X是C6，C7和C8-烷基，Y是氢，而R1和R2与它们所代替的N原子形成2,6-二甲基吗啡啶基团的化合物，以及含有这样的环己基胺的杀菌剂。
• C(sp3)–H functionalization of methyl azaarenes: a calcium-catalyzed facile synthesis of (E)-2-styryl azaarenes and 2-aryl-1,3-bisazaarenes
  作者：Srinivasarao Yaragorla、Garima Singh、Ravikrishna Dada

  DOI：10.1016/j.tetlet.2015.09.035

  日期：2015.10

  Alkaline earth (Ca2+) catalyzed sp(3) C-H functionalization of methyl azaarenes for the synthesis of biologically important (E)-2-styryl azaarenes, 2-aryl-1,3-bisazaarenes and 3,3-bisazaarenyl indolinones has been described. Initially methyl azaarenes react with aryl aldehydes to give beta-hydroxy derivatives, which undergo Ca(II) catalyzed thermodynamic elimination to give the styryl azaarenes in a single step. Similarly it may undergo S(N)1 reaction to give 2-aryl-1,3-bisazaarenes and 3,3-bisazaarenyl indolinones (if isatin used as the electrophile). This green synthetic methodology enjoys the simple reaction procedures, solvent free conditions, step economy, substrate diversity and high yields of the products in short time. (C) 2015 Elsevier Ltd. All rights reserved.