5,5-Dimethyl-2-phenyl-thiazoline | 37950-61-1

• 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: 5,5-Dimethyl-2-phenyl-thiazoline
• 英文别名: 5,5-Dimethyl-2-phenylthiazoline；5,5-dimethyl-2-phenyl-4,5-dihydro-thiazole；5,5-Dimethyl-2-phenyl-4,5-dihydro-thiazol；2-Phenyl-5,5-dimethyl-2-thiazoline；5,5-Dimethyl-2-phenyl-2-thiazolin；5,5-Dimethyl-2-phenylthiazolin；5,5-dimethyl-2-phenyl-4H-thiazole；5,5-dimethyl-2-phenyl-4H-1,3-thiazole
• CAS: 37950-61-1
• 化学式: C₁₁H₁₃NS
• 分子量: 191.297
• InChiKey: PZXWLANDPMDGDR-UHFFFAOYSA-N

物化性质

• 沸点：
  116 °C(Press: 2.4 Torr)
• 密度：
  1.09±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  37.7
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5,5-Dimethyl-2-phenyl-thiazoline 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 3,3-dimethyl-6-phenoxy-5-phenyl-4-thia-1-aza-bicyclo[3.2.0]heptan-7-one
  参考文献：
  名称：

  内酰胺的研究。二十二。一些6-叠氮基戊烷的异常反应。

  摘要：

  DOI：

  10.1021/jo00946a044
• 作为产物：
  描述：

  N-(2-methylprop-1-en-1-yl)benzamide 在 劳森试剂 作用下， 以 正己烷 、 甲苯 为溶剂， 反应 11.0h， 生成 5,5-Dimethyl-2-phenyl-thiazoline
  参考文献：
  名称：

  Secondary enamide and thioenamide photochemistry. A new spiroannulation method

  摘要：

  DOI：

  10.1021/jo00178a032

文献信息

• Divergent regioselectivity in photoredox-catalyzed hydrofunctionalization reactions of unsaturated amides and thioamides
  作者：Peter D. Morse、David A. Nicewicz

  DOI：10.1039/c4sc02331e

  日期：——

  A direct method to construct 2-oxazolines and 2-thiazolines from corresponding allylic amides and thioamides is reported. The redox-neutral intramolecular hydrofunctionalization is enabled by a dual catalyst system comprised of 9-mesityl-N-methyl acridinium tetrafluoroborate and phenyl disulphide and exhibits complete selectivity for the anti-Markovnikov regioisomeric products. The cyclization of allylic

  报道了从相应的烯丙基酰胺和硫代酰胺构建2-恶唑啉和2-噻唑啉的直接方法。氧化还原中性分子内氢官能化是通过由9-异三甲苯基-N-甲基吖啶鎓四氟硼酸盐和二硫化苯基组成的双催化剂系统实现的，并且对反马尔可夫尼科夫区域异构产物表现出完全选择性。假设烯丙基硫代酰胺的环化是通过改进的机制进行的，其中硫代酰胺的氧化而不是烯烃的氧化导致了观察到的反应性。
• The Synthesis of Substituted Penicillins and Simpler Structural Analogs. IV. The Synthesis of a 5-Phenyl Penicillin and α-Succinimido β-Lactam-thiazolidines¹
  作者：John C. Sheehan、Gerald D. Laubach

  DOI：10.1021/ja01153a100

  日期：1951.9
• Organoselenium- and proton-mediated cyclization reactions of allylic amides and thioamides. Syntheses of 2-oxazolines and 2-thiazolines
  作者：Lars Engman

  DOI：10.1021/jo00010a045

  日期：1991.5

  A variety of allylic amides and thioamides were treated with phenylselenenyl bromide in chloroform to give, via 5-exo cyclization, 2-oxazolines and 2-thiazolines, respectively, carrying a (phenylselenenyl)methyl substituent in the 5-position. In some cases (N-crotyl- and N-cinnamylamides/thioamides), dihydro-1,3-oxazines/-thiazines were formed via 6-endo cyclization. The phenylselenenyl group of the cyclofunctionalization products was slowly eliminated by treatment with m-chloroperbenzoic acid to introduce unsaturation in the resulting oxazoline/thiazoline. Reductive removal of the phenylselenenyl group was effected by treatment with triphenyltin hydride. This reaction was sometimes accompanied by a rearrangement of the heterocyclic ring. Proton-induced cyclizations of allylic thioamides to give 2-thiazolines was slowly but efficiently effected in boiling toluene containing a catalytic amount of p-toluenesulfonic acid.
• .beta.-Lactams. XXXVI. Monocyclic cis .beta.-lactams via penams and cephams
  作者：Ajay K. Bose、M. S. Manhas、J. S. Chib、H. P. S. Chawla、B. Dayal

  DOI：10.1021/jo00933a013

  日期：1974.9
• COUTURE, A.;DUBIEZ, R.;LABLACHE-COMBIER, A., J. ORG. CHEM., 1984, 49, N 4, 714-717
  作者：COUTURE, A.、DUBIEZ, R.、LABLACHE-COMBIER, A.

  DOI：——

  日期：——