| 1415034-95-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• CAS: 1415034-95-5
• 化学式: C₂₁H₁₅BrO
• 分子量: 363.253
• InChiKey: ADNRKBHMXZIJOC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.74
• 重原子数：
  23.0
• 可旋转键数：
  2.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  、 N-羟基-4-甲基苯磺酰胺 在 碘 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 4.0h， 以71%的产率得到3-(3-bromophenyl)-4-iodo-5,5-diphenyl-2-tosyl-2,5-dihydroisoxazole
  参考文献：
  名称：

  Tandem reaction of propargyl alcohols and N-tosyl hydroxylamine: switchable synthesis of 2,5-dihydroisoxazoles and 4-halo-2,5-dihydroisoxazoles

  摘要：

  2,5-Dihydroisoxazoles, 4-iodo-2,5-dihydroisoxazoles, and 4-bromo-2,5-dihydroisoxazoles were efficiently constructed from propargylic alcohols and N-tosyl hydroxylamine using ytterbium triflate, iodine and N-bromosuccinimide, respectively. N-sulfonylallenamide is postulated to be the key intermediate for these tandem transformations. Moreover, the resulting 4-iodo-2,5-dihydroisoxazoles could be elaborated by palladium-catalyzed carbonylation to generate 4-methoxycarbonyl-4,5-dihydroisoxazoles. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.09.092

文献信息

• Lewis acid-promoted cascade reaction of primary amine, 2-butynedioate, and propargylic alcohol: a convenient approach to 1,2-dihydropyridines and 1H-pyrrolo[3,4-b]pyridine-5,7(2H,6H)-diones
  作者：Guangwei Yin、Yuanxun Zhu、Ningning Wang、Ping Lu、Yanguang Wang

  DOI：10.1016/j.tet.2013.07.076

  日期：2013.9

  1,2-Dihydropyridine-5,6-dicarboxylates were efficiently constructed through a cascade reaction of primary amine, 2-butynedioate and propargylic alcohol in the presence of Lewis acid under mild conditions. As exceptional, 1H-pyrrolo[3,4-b]pyridine-5,7(2H,6H)-diones were approached when the primary amine was methylamine. Possible mechanism for the formation of 1,2-dihydropyridine skeleton is proposed. The process involves 1,3,4-pentatrien-1-amine as a key intermediate that formed in situ by trapping allenic carbocations with enamines. (C) 2013 Elsevier Ltd. All rights reserved.