crotonanilide | 1733-40-0

• 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: crotonanilide
• 英文别名: N-phenyl-2-butenamide；N-phenylbut-2-enamide；2-Butenamide, N-phenyl-, (2E)-
• CAS: 1733-40-0
• 化学式: C₁₀H₁₁NO
• 分子量: 161.203
• InChiKey: BZSYYMAHNJHZCB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  crotonanilide 在 叔丁基过氧化氢 、 palladium diacetate 、 溶剂黄146 作用下， 反应 6.0h， 以34%的产率得到N-乙酰乙酰苯胺
  参考文献：
  名称：

  Palladium-Catalyzed Tandem Diperoxidation/C−H Activation Resulting in Diperoxy-oxindole in Air

  摘要：

  A highly efficient and facile palladium-catalyzed tandem diperoxidation and C-H activation process was reported, which provides a new pathway for the synthesis of biologically active diperoxides as well as oxindole derivatives from readily available starting materials in excellent chemical yields

  DOI：

  10.1021/ol101664y
• 作为产物：
  描述：

  异巴豆酸 在 五氯化磷 作用下， 生成 crotonanilide
  参考文献：
  名称：

  Autenrieth, Chemische Berichte, 1905, vol. 38, p. 2550

  摘要：

  DOI：

文献信息

• Nickel-Catalyzed Reductive Cross-Coupling of <i>N</i>-Acyl and <i>N</i>-Sulfonyl Benzotriazoles with Diverse Nitro Compounds: Rapid Access to Amides and Sulfonamides
  作者：Erdong Qu、Shangzhang Li、Jin Bai、Yan Zheng、Wanfang Li

  DOI：10.1021/acs.orglett.1c03535

  日期：2022.1.14

  Herein we report a Ni-catalyzed reductive transamidation of conveniently available N-acyl benzotriazoles with alkyl, alkenyl, and aryl nitro compounds, which afforded various amides with good yields and a broad substrate scope. The same catalytic reaction conditions were also applicable for N-sulfonyl benzotriazoles, which could undergo smooth reductive coupling with nitroarenes and nitroalkanes to

  在此，我们报道了一种方便获得的N-酰基苯并三唑与烷基、烯基和芳基硝基化合物的 Ni 催化还原转酰胺基反应，该反应以良好的收率和广泛的底物范围提供了各种酰胺。相同的催化反应条件也适用于N-磺酰基苯并三唑，它可以与硝基芳烃和硝基烷烃进行平滑的还原偶联，得到相应的磺酰胺。
• Thio-Michael addition of α,β-unsaturated amides catalyzed by Nmm-based ionic liquids
  作者：Yawei Liu、Zhenzhen Lai、Pengkun Yang、Yuanqing Xu、Wenkai Zhang、Baoying Liu、Minghua Lu、Haibo Chang、Tao Ding、Hao Xu

  DOI：10.1039/c7ra08956b

  日期：——

  A simple and practical thio-Michael addition of α,β-unsaturated amides catalyzed by Nmm-based ionic liquids with a 1,2-propanediol group has been developed. All the α,β-unsaturated amides without substituents at the carbon end could smoothly react with sulfur-nucleophiles in water. Meanwhile for thio-Michael addition of α,β-unsaturated amides with substituents at the carbon end, the relevant product

  已经开发了一种简单实用的由带有1,2-丙二醇基团的Nmm基离子液体催化的α，β-不饱和酰胺硫代-迈克尔加成反应。所有在碳末端没有取代基的α，β-不饱和酰胺都可以与水中的亲硫试剂顺利反应。同时，对于在碳末端带有取代基的α，β-不饱和酰胺的硫代-迈克尔加成反应，也可在无溶剂条件下于55°C成功获得相关产物。此外，IL催化剂是可回收的并且可用于克级合成。
• PROCESS FOR ALKENYLATING CARBOXAMIDES
  申请人：Staffel Wolfgang

  公开号：US20090131657A1

  公开（公告）日：2009-05-21

  The present invention relates to a process for preparing N-(1-alkenyl)carboxamides of the formula I, which comprises reacting a carboxamide of the formula II with an alkyne of the formula III in the presence of a catalyst selected from among carbonyl complexes, halides and oxides of rhenium, manganese, tungsten, molybdenum, chromium and iron.

  本发明涉及一种制备式I的N-(1-烯基)羧酰胺的方法，包括在选择自铼、锰、钨、钼、铬和铁的羰基配合物、卤化物和氧化物之一作为催化剂的情况下，将式II的羧酰胺与式III的炔烃反应。
• Benzotriazol-1-yl diethyl phosphate. A new convenient coupling reagent for the synthesis of amides and peptides.
  作者：Sunggak Kim、Heung Chang、Kwan Ko Young

  DOI：10.1016/s0040-4039(00)94888-3

  日期：1985.1

  Benzotriazol-1-yl diethyl phosphate is found to be a new convenient coupling reagent for the synthesis of amides and practically racemization-free peptides.

  发现苯并三唑-1-基磷酸二乙酯是用于合成酰胺和几乎无消旋肽的新型方便偶联剂。
• Pd(II)/bipyridine catalyzed conjugate addition of arylboronic acids to α,β-unsaturated amides
  作者：Jiamin Ji、Zhenyu Yang、Rui Liu、Yuxin Ni、Shaohui Lin、Qinmin Pan

  DOI：10.1016/j.tetlet.2016.05.022

  日期：2016.6

  The Pd(II)/bipyridine-catalyzed conjugate addition of arylboronic acid to α,β-unsaturated amides was developed and optimized, and the reaction was proceeded smoothly in air. A series of arylboronic acid and α,β-unsaturated amide substrates were surveyed, and modest to excellent yields were given.

  开发并优化了Pd（II）/联吡啶催化的芳基硼酸向α，β-不饱和酰胺的共轭加成反应，并在空气中平稳地进行了反应。调查了一系列芳基硼酸和α，β-不饱和酰胺底物，并给出了中等至极好的收率。