phenyl 2-[(3,3,4,4-tetramethylthietan-2-ylidene)amino]phenyl carbonate

• 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: phenyl 2-[(3,3,4,4-tetramethylthietan-2-ylidene)amino]phenyl carbonate
• 英文别名: Phenyl [2-[(3,3,4,4-tetramethylthietan-2-ylidene)amino]phenyl] carbonate
• 化学式: C₂₀H₂₁NO₃S
• 分子量: 355.458
• InChiKey: QKLIFWTVIICVBA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  73.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  phenyl 2-thioxobenzo[d]oxazole-3(2H)-carboxylate 以 甲苯 、 苯 为溶剂， 生成 phenyl 2-[(3,3,4,4-tetramethylthietan-2-ylidene)amino]phenyl carbonate
  参考文献：
  名称：

  Photocycloaddition Reactions of Alkyl and Aryl 2-Thioxo-3H-benzoxazole- 3-carboxylates to Alkenes

  摘要：

  The photochemical reactions of alkyl and aryl 2-thioxo-3H-benzoxazole-3-carboxylates 1 have been examined. Irradiation of 1 in the presence of tetra- and trisubstituted alkenes 2a and 2b, 2-methylprop-2-ene nitrile 2e, and dienes 2f and 2g gave [2+2] cycloadducts of the C=S bond of 2-thioxobenzoxazoles and the C=C bond of alkenes, spiro[benzoxazole-thietanes] 3, 4, 8-13, 15, 18, 20, 23-26 in moderate-to-good yields. The photoaddition reactions proceed in a regiospecific manner. The spirocyclic compounds obtained are indefinitely stable at room temperature. Irradiation of la in the presence of 1,1- and 1,2-disubstituted alkenes 2c and 2d yielded the products 5-7 of oxazole-ring cleavage. Compound 1d also underwent photoaddition with alkenes to yield spiro[benzoxazole-thietanes] and/or 2-substituted benzoxazoles and/or iminothietanes, depending on the nature of the substituents present in the alkenes. On intramolecular [2 + 2] photoadduct, tetracyclic 27, was obtained, when ethenyl 2-thioxobenzoxazole-3-carboxylate 1e was irradiated.

  DOI：

  10.1002/1522-2675(200208)85:8<2383::aid-hlca2383>3.0.co;2-e

文献信息

• Photocycloaddition of N-alkoxycarbonylbenzoxazole-2-thiones to alkenes: isolation of stable aminothietanes
  作者：Takehiko Nishio

  DOI：10.1039/a900699k

  日期：——

  N-Alkoxy- and N-aryloxycarbonylbenzoxazole-2-thiones 1 undergo photocycloaddition with alkenes 2 in a regiospecific manner to yield stable spirocyclic aminothietanes 3–4, 7–9 and 11 in fair to high yields.

  N-烷氧基和N-芳氧基酰基苯并恶唑-2-硫酮1在光引发下与烯烃2发生区域选择性的光环加成反应，以中等至高产率生成稳定的螺环氨基噻吩3-4、7-9和11。