N-benzhydrylfuran-2-carboxamide | 127568-50-7

• 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: N-benzhydrylfuran-2-carboxamide
• 英文别名: N-benzhydryl-2-furamide；furan-2-carboxylic acid benzhydrylamide；Furan-2-carbonsaeure-benzhydrylamid；N-(diphenylmethyl)furan-2-carboxamide
• CAS: 127568-50-7
• 化学式: C₁₈H₁₅NO₂
• mdl: MFCD00414030
• 分子量: 277.323
• InChiKey: BVXXTKKDTRYJNQ-UHFFFAOYSA-N

物化性质

• 熔点：
  154-156 °C(Solv: ethanol (64-17-5))
• 沸点：
  497.3±40.0 °C(Predicted)
• 密度：
  1.169±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  42.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-benzhydrylfuran-2-carboxamide 在 chlorobis(cyclooctene)-iridium(I) dimer 、 二乙基硅烷 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 N-furfurylidene-1,1-diphenylmethylamine
  参考文献：
  名称：

  铱和手性硫脲顺序催化对仲酰胺的对映选择性还原氰化和膦酰基化

  摘要：

  过渡金属催化和有机催化的结合为化学家提供了实现各种前所未有的化学转化的机会。通过将铱与手性硫脲催化结合，首次实现了仲酰胺的直接对映选择性还原性氰化和膦酰化，以合成富含对映体的手性α-氨基腈和α-氨基膦酸酯。该方案高效且对映选择性良好，为从简单易得的原料合成旋光性α-官能化胺提供了一条新颖的途径。另外，反应是可扩展的，并且硫脲催化剂可以再循环和再利用。

  DOI：

  10.1002/anie.202015898
• 作为产物：
  描述：

  糠酸（呋喃甲酸） 在 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 7.0h， 生成 N-benzhydrylfuran-2-carboxamide
  参考文献：
  名称：

  Synthesis and antifungal activity evaluation of new heterocycle containing amide derivatives

  摘要：

  A series of heterocycle containing amide derivatives (1-28) were synthesised by the combination of acyl chlorides (1a, 2a) and heterocyclic/homocyclic ring containing amines, and their in vitro antifungal activity was evaluated against five plant pathogenic fungi, namely Gibberella zeae, Helminthosporium maydis, Rhizoctonia solani, Botrytis cinerea and Sclerotinia sclerotiorum. Results of antifungal activity analysis indicated that some of the products showed good to excellent antifungal activity, as compound 2 showed excellent activity against G. zeae and R. solani and potent activity against H. maydi, B. cinerea and S. sclerotiorum, and compounds 1, 8 and 10 also displayed excellent antifungal potential against H. maydi, B. cinerea and S. sclerotiorum and good activity against R. solani when compared with the standard carbendazim.

  DOI：

  10.1080/14786419.2015.1041137

文献信息

• An expedient, efficient and solvent-free synthesis of T3P®-mediated amidation of benzhydrols with poorly reactive N-nucleophiles under MW irradiation
  作者：Srinivas Cheruku、Sandhya C. Nagarakere、Makanahalli P. Sunilkumar、Yatheesh Narayana、Kumara N. Manikyanally、Kanchugarakoppal S. Rangappa、Kempegowda Mantelingu

  DOI：10.1039/d1nj04502d

  日期：——

  An expedient, efficient, economical, environmentally benign, and solvent free amidation protocol of benzhydrols with less reactive nitrogen nucleophiles assisted by propylphosphonic anhydride (T3P®) under microwave irradiation has been developed. The methodology has been deployed for a wide range of heterocycles and electron-withdrawing & electron-donating groups. The protocol resulted in good to excellent

  已经开发了一种方便、高效、经济、环境友好且无溶剂的苯甲醇与低活性氮亲核试剂的酰胺化方案，该方案在微波辐射下由丙基膦酸酐 (T3P®) 辅助。该方法已应用于广泛的杂环和吸电子和给电子基团。该协议在给定条件下产生了良好的产量（26 个示例，68-93% 的产量）。
• Visible-light-mediated aerobic Ritter-type C–H amination of diarylmethanes using DDQ/<i>tert</i>-butyl nitrite
  作者：Tianci Li、Jiangyu Yang、Xin Yin、Jinhua Shi、Qun Cao、Miaomiao Hu、Xiaowen Xu、Meichao Li、Zhenlu Shen

  DOI：10.1039/d2ob01713j

  日期：——

  A metal-free photocatalytic Ritter-type C–H amination of diarylmethanes using O₂ as an oxidant has been developed using a co-catalytic system of DDQ and TBN and offers a low cost, sustainable way to synthesise secondary amides under mild conditions.

  一种无金属光催化Ritter型C-H胺化反应已经开发出来，使用O2作为氧化剂，采用DDQ和TBN的共催化系统，在温和条件下提供了一种低成本、可持续的合成二级酰胺的方法。
• Synthesis and anticonvulsant activity of benzhydrylamines
  作者：A. A. Bakibaev、L. G. Tignibidina、V. D. Filimonov、A. V. Pustovoitov、V. K. Gorshkova、A. S. Saratikov、V. A. Krasnov

  DOI：10.1007/bf00764709

  日期：1989.12
• Cobalt-catalyzed benzylic C–H amination via dehydrogenative-coupling reaction
  作者：Yang-Hong Ye、Ji Zhang、Gao Wang、Shan-Yong Chen、Xiao-Qi Yu

  DOI：10.1016/j.tet.2011.04.054

  日期：2011.6

  An efficient direct benzylic C-H amination via dehydrogenative-coupling by using an inexpensive catalyst/oxidant (CoBr2/(BuOOBu)-Bu-t-Bu-t) system is described. Various unmodified amides including primary or secondary sulfonamides, carboxamides, and carbamates preformed well with benzylic hydrocarbons with moderate to good yields. (C) 2011 Elsevier Ltd. All rights reserved.
• Mndshojan et al., Doklady Akademii Nauk Armyanskoi SSR, 1953, vol. 17, p. 119,122
  作者：Mndshojan et al.

  DOI：——

  日期：——