[1,1'-biphenyl]-2-yl(morpholino)methanone

• 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: [1,1'-biphenyl]-2-yl(morpholino)methanone
• 英文别名: 4-(2-Biphenylylcarbonyl)morpholine；morpholin-4-yl-(2-phenylphenyl)methanone
• 化学式: C₁₇H₁₇NO₂
• 分子量: 267.327
• InChiKey: XJSZKSHQRAXXSJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-氨基联苯 在 盐酸 、 甲烷磺酸 、 三(邻甲基苯基)磷 、 palladium dichloride 、 sodium nitrite 作用下， 以 四氢呋喃 、 水 、 乙腈 为溶剂， 70.0 ℃ 、2.0 MPa 条件下， 反应 18.67h， 生成 [1,1'-biphenyl]-2-yl(morpholino)methanone
  参考文献：
  名称：

  N₂ Extrusion and CO Insertion: A Novel Palladium-Catalyzed Carbonylative Transformation of Aryltriazenes

  摘要：

  A novel procedure for the replacement of N-2 with CO of aryltriazenes has been developed. Aryltriazenes were converted to the corresponding arylamides catalyzed by 1 mol % of PdCl2/P(o-Tol)(3) under CO pressure. In this process, aryldiazonium salts were generated in the presence of 40 mol % of MeSO3H. Nitrogen was released from the substrates and CO formally inserted. Aryl bromides, iodides, alkynes, and free hydroxyl groups can be tolerated in this transformation.

  DOI：

  10.1021/acs.orglett.5b00603

文献信息

• [EN] FUSED THIAZOLE AND THIOPHENE DERIVATIVES AS KINASE INHIBITORS<br/>[FR] DÉRIVÉS THIAZOLE ET THIOPHÈNE FUSIONNÉS COMME INHIBITEURS DE KINASE
  申请人：UCB PHARMA SA

  公开号：WO2009071895A1

  公开（公告）日：2009-06-11

  A series of fused bicyclic thiazole and thiophene derivatives which are substituted in the 2-position by an optionally substituted morpholin-4-yl moiety, and in the 4-position by hydroxy, oxo or an amine moiety, being selective inhibitors of PI3 kinase enzymes, are accordingly of benefit in medicine, for example in the treatment of inflammatory, autoimmune, cardiovascular, neurodegenerative, metabolic, oncological, nociceptive or ophthalmic conditions. (I)

  一系列在2位被一个可选择取代的吗啡啉-4-基团取代，并在4位被羟基、酮基或胺基团取代的融合双环噻唑和噻吩衍生物，作为选择性PI3激酶酶抑制剂，在医学上具有益处，例如在治疗炎症、自身免疫、心血管、神经退行性、代谢、肿瘤、疼痛或眼科疾病方面。（I）
• Palladium-Catalyzed Carbonylative Synthesis of Amides from Aryltriazenes under Additive-Free Conditions
  作者：Zhiping Yin、Zechao Wang、Xiao-Feng Wu

  DOI：10.1002/ejoc.201700784

  日期：2017.7.25

  An interesting palladium-catalyzed carbonylative synthesis of amides from aryltriazenes has been developed. By using Pd(MeCN2)Cl2 as the catalyst precursor under CO pressure via N2 extrusion/CO insertion sequence, broad range of aryltriazenes were transformed into the corresponding amides in good yields with excellent functional groups tolerance. Remarkably, no additives such as acid or phosphine ligand

  已经开发了一种有趣的钯催化从芳基三氮烯羰基合成酰胺的方法。通过使用N2挤出/ CO插入顺序在CO压力下使用Pd（MeCN2）Cl2作为催化剂前体，将宽范围的芳基三氮烯以良好的收率转化为相应的酰胺，并具有出色的官能团耐受性。显着地，在此不需要添加剂，例如酸或膦配体。
• Fluorous 2-chloropyridinium salt (Mukaiyama condensation reagent) for amide formation reactions
  作者：Tadamichi Nagashima、Yimin Lu、Michael J. Petro、Wei Zhang

  DOI：10.1016/j.tetlet.2005.07.072

  日期：2005.9

  A new fluorous 2-chloropyridinium hexafluorophosphate was prepared as a modified Mukaiyama condensation reagent, and it was applied in amide formation reactions. Good to excellent purities of amides were obtained after fluorous solid-phase extraction of reaction mixtures without additional chromatography. (c) 2005 Elsevier Ltd. All rights reserved.
• Synthesis of Tertiary Benzamides via Pd-Catalyzed Coupling of Arylboronic Esters and Carbamoyl Chlorides
  作者：Morten Lysén、Susan Kelleher、Mikael Begtrup、Jesper Langgaard Kristensen

  DOI：10.1021/jo050459h

  日期：2005.6.1

  Ortho-substituted arylboronic esters are efficiently coupled with carbamoyl chlorides under Pd-catalysis to give tertiary benzamides.