(4-methylquinazolin-2-yl)(phenyl)methanone

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4-methylquinazolin-2-yl)(phenyl)methanone
• 英文别名: (4-Methylquinazolin-2-yl)-phenylmethanone
• 化学式: C₁₆H₁₂N₂O
• 分子量: 248.284
• InChiKey: WBPVPINDVCXFEL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  42.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  邻硝基苯乙酮 在 tin(II) chloride dihdyrate 、 bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]} 作用下， 以 甲醇 、 乙酸乙酯 、 1,2-二氯乙烷 为溶剂， 反应 20.58h， 生成 (4-methylquinazolin-2-yl)(phenyl)methanone
  参考文献：
  名称：

  Rh(II)-Catalyzed Transannulation of N-Sulfonyl-1,2,3-Triazoles with 2,1-Benzisoxazoles or 1,2-Benzisoxazoles

  摘要：

  A Rh(II)-catalyzed transannulation of N-sulfonyl-1,2,3-triazoles with 2,1-benzisoxazoles has been developed, which affords an efficient method for the synthesis of quinazoline derivatives. The transformation represents an unprecedented example which utilizes N-sulfonyl-1,2,3-triazole as an aza-[2C]-component in cycloadditions. Meanwhile, a Rh(II)-catalyzed formal [3 + 2] cycloaddition of N-sulfonyl-1,2,3-triazoles with 1,2-benzisoxazoles is also presented, which enables the rapid synthesis of functionalized imidazole derivatives.

  DOI：

  10.1021/acs.orglett.6b02454

文献信息

• Cu/Ag-Catalyzed Reaction of Azirines with Anthranils: Synthesis of (Quinazolin-2-yl)methanone Derivatives
  作者：Yajun Sun、Huimin Sun、Ying Wang、Fang Xie

  DOI：10.1021/acs.orglett.0c02222

  日期：2020.9.4

  to expedite syntheses of (quinazolin2-yl)methanone derivatives. The transformation represents an unprecedented approach which employs a copper catalysis to cleave both a N–C2 azirine bond and N–O anthranil bond. Subsequently, an unexplored 1,3-hydroxyl migration and β-N elimination are likely the key to access (quinazolin-2-yl)methanone derivatives.

  Cu / Ag催化3-芳基2 H-叠氮基与蒽的环化反应已加快了（quinazolin2-yl）methanone衍生物的合成。该转变代表了一种空前的方法，该方法采用铜催化来裂解N–C 2叠氮键和N–O蒽键。随后，未经探索的1,3-羟基迁移和β-N消除可能是获得（喹唑啉-2-基）甲酮衍生物的关键。
• 4-AZOLYLAMINOQUINAZOLINE DERIVATIVES AND METHODS OF USE THEREOF
  申请人：Hadd Michael J.

  公开号：US20130225614A1

  公开（公告）日：2013-08-29

  Provided herein are 4-azolylaminoquinazoline compounds for treatment of JAK kinase mediated diseases, including JAK2 kinase-, JAK3 kinase- or TYK2 kinase-mediated diseases. Also provided are pharmaceutical compositions comprising the compounds and methods of using the compounds and compositions.

  本文提供了4-azolylaminoquinazoline化合物，用于治疗JAK激酶介导的疾病，包括JAK2激酶、JAK3激酶或TYK2激酶介导的疾病。还提供了包含这些化合物的制药组合物和使用这些化合物和组合物的方法。
• Rh(III)-Catalyzed Tandem Reaction Access to (Quinazolin-2-yl)methanone Derivatives from 2,1-Benzisoxazoles and α-Azido Ketones
  作者：Shan Liu、An-Jing Wang、Min Li、Jing Zhang、Guo-Dong Yin、Wen-Ming Shu、Wei-Chu Yu

  DOI：10.1021/acs.joc.2c01214

  日期：2022.8.19

  A Rh(III)-catalyzed tandem reaction for the synthesis of (quinazolin-2-yl)methanone derivatives has been explored from 2,1-benzisoxazoles and α-azido ketones. The transformation involves Rh(III)-catalyzed denitrogenation of α-azido ketones, aza-[4 + 2] cycloaddition, ring opening, and dehydration aromatization processes. Notably, the aza-[4 + 2] cycloaddition of an imine rhodium complex intermediate

  已经探索了从 2,1-苯并异恶唑和 α-叠氮基酮合成 (quinazolin-2-yl)methanone 衍生物的 Rh(III) 催化的串联反应。该转化涉及 Rh(III) 催化的 α-叠氮基酮脱氮、氮杂-[4 + 2] 环加成、开环和脱水芳构化过程。值得注意的是，亚胺铑络合物中间体与 2,1-苯并异恶唑的氮杂-[4 + 2] 环加成反应是该反应的关键。