2-phenyl-3-(thiophen-2-ylmethyl)quinazolin-4(3H)-one

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 2-phenyl-3-(thiophen-2-ylmethyl)quinazolin-4(3H)-one
• 英文别名: 2-Phenyl-3-(thiophen-2-ylmethyl)quinazolin-4-one；2-phenyl-3-(thiophen-2-ylmethyl)quinazolin-4-one
• 化学式: C₁₉H₁₄N₂OS
• 分子量: 318.399
• InChiKey: ZZUNUGPVGDUELC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  60.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-叠氮苯甲酸 在 氯化亚砜 、 trifluorotoluene 、 lithium diisopropyl amide 作用下， 以 甲苯 为溶剂， 生成 2-phenyl-3-(thiophen-2-ylmethyl)quinazolin-4(3H)-one
  参考文献：
  名称：

  Parallel fluorous biphasic synthesis of 3 H -quinazolin-4-ones by an Aza-Wittig reaction employing perfluoroalkyl-tagged triphenylphosphine

  摘要：

  A perfluoroalkyl-tagged triphenylphosphine eras applied in a fluorous biphasic system for the efficient parallel synthesis of 3H-quinazolin-4-ones via an Aza-Wittig reaction. The products were isolated by solid-phase extraction on fluorous reversed-phase silica gel. A new solid-phase bound phosphine derivative was used for comparison and yielded similar results. (C) 2002 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)02279-1

文献信息

• Synthesis of 2-aryl quinazolinones <i>via</i> iron-catalyzed cross-dehydrogenative coupling (CDC) between N–H and C–H bonds
  作者：Yoonkyung Jang、Seok Beom Lee、Junhwa Hong、Simin Chun、Jeeyeon Lee、Suckchang Hong

  DOI：10.1039/d0ob00866d

  日期：——

  describe the direct synthesis of quinazolinones via cross-dehydrogenative coupling between methyl arenes and anthranilamides. The C–H functionalization of the benzylic sp3 carbon is achieved by di-t-butyl peroxide under air, and the subsequent amination–aerobic oxidation process completes the annulation process. Iron catalyzed the whole reaction process and various kinds of functional groups were tolerated

  在这里，我们描述了通过甲基芳烃和邻氨基苯甲酰胺之间的交叉脱氢偶联直接合成喹唑啉酮。苄sp。的C-H官能化3碳被二-实现吨丁基过氧化物在空气下，和随后的胺化需氧氧化过程完成环过程。铁催化了整个反应过程，在反应条件下可耐受各种官能团，提供了31种使用甲基芳烃衍生物的2-芳基喹唑啉酮实例，收率为57–95％。合成潜力已通过含芳基杂环的额外合成得到证明。
• Palladium-Catalyzed Synthesis of Benzimidazoles and Quinazolinones from Common Precursors
  作者：Jessie E. R. Sadig、Radleigh Foster、Florian Wakenhut、Michael C. Willis

  DOI：10.1021/jo301805d

  日期：2012.11.2

  utilized as complementary precursors for the synthesis of important heterocycles. The synthesis of N-substituted benzimidazoles was possible from the palladium-catalyzed reaction of both classes of substrate with a variety of N-nucleophiles. The use of the imidate precursor for the synthesis of N-substituted quinazolinones by incorporation of a palladium-catalyzed aminocarbonylation reaction has also been

  N-（邻卤代苯基）亚氨基酰氯和相应的酰亚胺化物易于制备，并且可用作合成重要杂环的互补前体。N-取代的苯并咪唑的合成可能是由两类底物与多种N-亲核试剂的钯催化反应所致。还已经证明了亚氨酸酯前体通过掺入钯催化的氨基羰基化反应用于合成N-取代的喹唑啉酮的用途。两种方法都可以耐受各种官能团。