(2,4-diphenylthiazol-5-yl)(phenyl)methanone | 59824-90-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (2,4-diphenylthiazol-5-yl)(phenyl)methanone
• 英文别名: (2,4-Diphenyl-1,3-thiazol-5-yl)-phenylmethanone
• CAS: 59824-90-7
• 化学式: C₂₂H₁₅NOS
• 分子量: 341.433
• InChiKey: UGPIIMKEOPKPMN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  5-benzylidene-2,4-diphenyl-4,5-dihydro-thiazole 生成 (2,4-diphenylthiazol-5-yl)(phenyl)methanone
  参考文献：
  名称：

  Giordano,C., Gazzetta Chimica Italiana, 1975, vol. 105, p. 1265 - 1271

  摘要：

  DOI：

文献信息

• Four-component thiazole formation from simple chemicals under metal-free conditions
  作者：Jingjing Jiang、Huawen Huang、Guo-Jun Deng

  DOI：10.1039/c8gc03895c

  日期：——

  Multi-component reactions for the synthesis of polysubstituted thiazoles from simple chemicals are described. Under metal-free reaction conditions, cheap and easily available ketones, aldehydes, ammonium salt, and elemental sulfur are self-assembled to provide entries to three thiazoles in moderate to good yield with a range of functionalities tolerated.

  描述了由简单化学物质合成多取代噻唑的多组分反应。在无金属的反应条件下，廉价且易于获得的酮，醛，铵盐和元素硫会自动组装，以中等到良好的收率提供三种噻唑的入口，并具有一定的功能范围。
• Iron‐Catalyzed Synthesis of Substituted Thiazoles from Enamines and Elemental Sulfur through C−S Bond Formation
  作者：Mingzhong Wu、Yong Jiang、Zhenyu An、Zhenjie Qi、Rulong Yan

  DOI：10.1002/adsc.201800693

  日期：2018.11.5

  An atom economical approach for the synthesis of substituted thiazoles starting from enamines and elemental sulfur through the C−H functionalization/C−S bond formation is described. Under the optimized conditions, various substituted enamines reacted smoothly with elemental sulfur and the desired substituted thiazoles were generated in moderate to excellent yields.

  描述了一种原子经济的方法，用于从烯胺和元素硫开始通过CH官能化/ CS键的形成来合成取代的噻唑。在优化的条件下，各种取代的烯胺与元素硫顺利反应，并以中等至极好的收率生成了所需的取代的噻唑。
• Trisulfur-Radical-Anion-Triggered C(sp²)–H Amination of Electron-Deficient Alkenes
  作者：Khang X. Nguyen、Phuc H. Pham、Thao T. Nguyen、Chou-Hsun Yang、Hoai T. B. Pham、Tung T. Nguyen、Haobin Wang、Nam T. S. Phan

  DOI：10.1021/acs.orglett.0c03846

  日期：2020.12.18

  A trisulfur-radical-anion (S3̇–)-triggered C(sp2)–H amination of α,β-unsaturated carbonyl derivatives with simple amines has been demonstrated. This protocol provides convenient access to a variety of synthetically valuable N-unprotected and secondary β-enaminones with absolute Z selectivity and tertiary β-enaminones with E selectivity. Mechanistic probe and electronic structure theory calculations

  甲trisulfur自由基-阴离子（š 3＆CenterDot; -）-triggered C（SP 2）-H的α胺化，用简单的胺β不饱和羰基衍生物已被证明。该方案可方便地获得具有绝对Z选择性的多种合成有价值的N-未保护和仲β-烯胺酮，以及具有E选择性的叔β-烯胺酮。机械探针和电子结构理论计算表明该S 3＆CenterDot; -发起经由硫杂丙环亲核攻击中间。
• 一种多取代噻唑类化合物的制备方法
  申请人：兰州大学

  公开号：CN108358865B

  公开（公告）日：2021-07-27

  本发明提供了一种新型的利用烯胺和硫磺为原料在空气条件下合成多取代的噻唑类化合物的方法。本发明在以无水三氯化铁为催化剂和二甲基亚砜为溶剂的反应体系下简单直接合成了多取代的噻唑类化合物。该反应是首次利用烯胺和硫磺为底物合成多取代的噻唑类化合物，且硫磺为硫原子的供体，反应步骤少，反应对空气不敏感。同时本发明还具有反应条件简单，廉价，操作安全，收率高等特点，具有极大的工业化应用价值。
• KI/K ₂ S ₂ O ₈ Mediated Cascade C(sp ³ )−H/C(sp ² )−H Thiolation for the Synthesis of Multi‐Substituted Thiazoles
  作者：Lang Liu、Jun Zhang

  DOI：10.1002/ejoc.202200161

  日期：2022.5.6

  AbstractThiazole and carbonyl often act as core functional or regulative moieties in biological molecules as well as optical materials. Designing and synthesis of carbonyl‐containing thiazoles are of great importance for related fields, hence, a simple and practical method was developed using commercially xanthates, benzylamine, and readily available alkynones as substrates. The reaction was achieved using one‐pot Michael addition and cascade iodine mediated C−H thiolation under mild conditions. This method features a broad substrate scope with high yield. Remarkably, the obtained carbonyl substituted thiazoles bearing electronic‐donating substituents exhibit promising performance for aggregation‐induced emission (AIE) and have been successfully used in biological imaging.