(E)-2-benzylidene-3-oxopentanenitrile | 1207895-42-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: (E)-2-benzylidene-3-oxopentanenitrile
• 英文别名: (2E)-2-benzylidene-3-oxopentanenitrile
• CAS: 1207895-42-8
• 化学式: C₁₂H₁₁NO
• 分子量: 185.225
• InChiKey: XKVBXHBISWBUOD-DHZHZOJOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  40.9
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (E)-2-benzylidene-3-oxopentanenitrile 、 1,3-环己二烯 在 三氯化硼 作用下， 以 正己烷 、 二氯甲烷 为溶剂， 反应 24.0h， 以86%的产率得到3-phenyl-2-propionylbicyclo[2.2.2]oct-5-ene-2-carbonitrile
  参考文献：
  名称：

  Diels–Alder reactions of acyclic α-cyano α,β-alkenones: a new approach to highly substituted cyclohexene system

  摘要：

  The Diels-Alder reactions of a variety of acyclic a-cyano a,p-unsaturated ketones 8 have been investigated. With the assistance of boron trichloride, these compounds were found to undergo the cycloaddition readily with dienes to give the corresponding adducts 9 in good to high yields. In addition, some of 9 could be further subjected to the reductive alkylation reactions using lithium naphthalenide (LN) and an appropriate alkylating agent, thus allowing for the generation of highly substituted cyclohexenes 10 with the replacement of the cyano group with an alkyl substituent. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.11.105
• 作为产物：
  描述：

  3-氧络戊酮腈 、 苯甲醛 在 L-脯氨酸 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以98%的产率得到(E)-2-benzylidene-3-oxopentanenitrile
  参考文献：
  名称：

  Diels–Alder reactions of acyclic α-cyano α,β-alkenones: a new approach to highly substituted cyclohexene system

  摘要：

  The Diels-Alder reactions of a variety of acyclic a-cyano a,p-unsaturated ketones 8 have been investigated. With the assistance of boron trichloride, these compounds were found to undergo the cycloaddition readily with dienes to give the corresponding adducts 9 in good to high yields. In addition, some of 9 could be further subjected to the reductive alkylation reactions using lithium naphthalenide (LN) and an appropriate alkylating agent, thus allowing for the generation of highly substituted cyclohexenes 10 with the replacement of the cyano group with an alkyl substituent. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.11.105

文献信息

• MODIFIED LAYERED DOUBLE HYDROXIDE (LDH) AND A PROCESS FOR PREPARATION THEREOF FOR C-C BOND FORMING REACTIONS
  申请人：PARIDA Kulamani

  公开号：US20120209023A1

  公开（公告）日：2012-08-16

  The present invention relates to a covalently organo-modified LDH (LDH/APTES) was found to be an efficient and reusable heterogeneous catalyst for C-C bond forming reactions (i.e. Aldol condensation, Knoevenagel condensation, Henry reaction, Michael addition). More particularly, this catalyst shows consistent activity for several cycles in C-C bond forming reaction. These catalysts were successfully characterized by XRD, FT-IR, 29 Si CP MAS NMR.

  本发明涉及一种共价有机修饰的LDH（LDH / APTES），发现它是一种高效且可重复使用的异相催化剂，可用于C-C键形成反应（即Aldol缩合，Knoevenagel缩合，Henry反应，Michael加成）。特别是，该催化剂在C-C键形成反应中表现出一致的活性，可进行多个循环。这些催化剂通过XRD，FT-IR，29Si CP MAS NMR成功表征。
• US9035086B2
  申请人：——

  公开号：US9035086B2

  公开（公告）日：2015-05-19
• [EN] COMPOSITIONS AND METHODS FOR THE PRODUCTION OF PYRIMIDINE AND PYRIDINE COMPOUNDS WITH BTK INHIBITORY ACTIVITY<br/>[FR] COMPOSITIONS ET PROCÉDÉS DE FABRICATION DE COMPOSÉS PYRIMIDINE ET PYRIDINE AYANT UNE ACTIVITÉ INHIBITRICE DE BTK
  申请人：MERCK PATENT GMBH

  公开号：WO2014093230A2

  公开（公告）日：2014-06-19

  The present invention provides novel pyrimidine and pyridine compounds which are attached to a warhead, and the manufacture and use for the treatment of hyperproliferative diseases including, but not limited to, cancer, lupus, allergic disorders, Sjogren's disease and rheumatoid arthritis. The invention also describes kinase inhibitors including, but not limited to, inhibitors of Bruton's tyrosine kinase.
• Diels–Alder reactions of acyclic α-cyano α,β-alkenones: a new approach to highly substituted cyclohexene system
  作者：Prashanth K. Amancha、Yi-Chun Lai、I.-Chia Chen、Hsing-Jang Liu、Jia-Liang Zhu

  DOI：10.1016/j.tet.2009.11.105

  日期：2010.1

  The Diels-Alder reactions of a variety of acyclic a-cyano a,p-unsaturated ketones 8 have been investigated. With the assistance of boron trichloride, these compounds were found to undergo the cycloaddition readily with dienes to give the corresponding adducts 9 in good to high yields. In addition, some of 9 could be further subjected to the reductive alkylation reactions using lithium naphthalenide (LN) and an appropriate alkylating agent, thus allowing for the generation of highly substituted cyclohexenes 10 with the replacement of the cyano group with an alkyl substituent. (C) 2009 Elsevier Ltd. All rights reserved.