(Z)-ethyl 2-(4-(4-chlorophenyl)-4,5-dihydro-1H-benzo[b][1,4]diazepin-2(3H)-ylidene)acetate | 1447604-65-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: (Z)-ethyl 2-(4-(4-chlorophenyl)-4,5-dihydro-1H-benzo[b][1,4]diazepin-2(3H)-ylidene)acetate
• 英文别名: ethyl (Z)-2-(4-(4-chlorophenyl)-1,3,4,5-tetrahydro-2H-benzo[b][1,4]diazepin-2-ylidene)acetate
• CAS: 1447604-65-0
• 化学式: C₁₉H₁₉ClN₂O₂
• 分子量: 342.825
• InChiKey: QQSRCGZTKDLHLJ-QINSGFPZSA-N

反应信息

• 作为产物：
  描述：

  ethyl 5-acetoxy-5-(4-chlorophenyl)penta-2,3-dienoate 、 邻苯二胺 在 N,N-二异丙基乙胺 作用下， 以 甲苯 为溶剂， 反应 12.0h， 以77%的产率得到(Z)-ethyl 2-(4-(4-chlorophenyl)-4,5-dihydro-1H-benzo[b][1,4]diazepin-2(3H)-ylidene)acetate
  参考文献：
  名称：

  Facile Access to 1,5-Benzodiazepines via Amine-Promoted (4+3) Annulations of δ-Acetoxy Allenoates with o-Diaminobenzenes under Mild Conditions

  摘要：

  报道了一种氨基催化的δ-乙酰氧基烯酸酯与o-二氨基苯的(4+3)环化反应，提供了一种简便的方法来获得1,5-苯并二氮杂环。该方法具有广泛的反应范围、温和的条件和易得的起始材料。级联反应涉及o-二氨基苯对烯酸酯的氮杂Michael加成、乙酸酯基的消除和随后的1,6-氮杂Michael加成。

  DOI：

  10.1055/s-0037-1609347

文献信息

• 2,6-Pyridinedicarboxylic acid as organocatalyst for the synthesis of 1,5-benzodiazepines through one-pot reaction
  作者：Mohan Lal、R. Sidick Basha、Satavisha Sarkar、Abu T. Khan

  DOI：10.1016/j.tetlet.2013.05.148

  日期：2013.8

  2,6-Pyridinedicarboxylic acid has been found to be an effective and efficient organocatalyst for the synthesis of 1,5-benzodiazepine derivatives from o-phenylenediamine, beta-ketoesters, and aromatic aldehydes by employing one-pot three-component reaction. The catalyst plays a crucial role for the regioselective C-C bond formation at the gamma position of beta-ketoesters. The salient features of this present protocol are simple reaction procedure, requirement of cost-effective catalyst, good yields, and applicable to a wide range of substrates. (C) 2013 Elsevier Ltd. All rights reserved.
• Bromodimethylsulfonium Bromide (BDMS)-Catalyzed Synthesis of 1,5-Benzodiazepines Using a Multi-Component Reaction Strategy
  作者：Abu Khan、Satavisha Sarkar、Jugal Deka、Jagadish Hazra

  DOI：10.1055/s-0033-1338984

  日期：——

  A new approach for the synthesis of multi-functionalized 1,5-benzodiazepines is developed starting from o-phenylenediamines, -keto esters and aromatic aldehydes utilizing a one-pot, three-component strategy employing bromodimethylsulfonium bromide as the catalyst. The simple reaction procedure, good yields, mild reaction conditions and applicability to a wide range of substrates are some of the salient features of this protocol.