6-(phenylsulfonyl)-1,2,3,4-tetrahydronaphthalene | 108220-32-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: 6-(phenylsulfonyl)-1,2,3,4-tetrahydronaphthalene
• 英文别名: phenyl-(5,6,7,8-tetrahydro-[2]naphthyl)-sulfone；Phenyl-(5,6,7,8-tetrahydro-[2]naphthyl)-sulfon；6-(Benzenesulfonyl)-1,2,3,4-tetrahydronaphthalene
• CAS: 108220-32-2
• 化学式: C₁₆H₁₆O₂S
• 分子量: 272.368
• InChiKey: UQFDBPMIVXVQPD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5,7-bis(phenylsulfonyl)-1,2,3,4,4a,5-hexahydronaphthalene 在 三乙胺 作用下， 以 苯 为溶剂， 生成 6-(phenylsulfonyl)-1,2,3,4-tetrahydronaphthalene
  参考文献：
  名称：

  Cycloaddition chemistry of 1,3- and 2,3-bis(phenylsulfonyl)-1,3-dienes with enamines and ynamines

  摘要：

  1,3- and 2,3-bis(phenylsulfonyl) dienes were found to react smoothly with a variety of enamimes and enamine equivalents to give [4 + 2]-cycloadducts in excellent yields. The cycloaddition proceeds with high regioselectivity affording carbocycles as well as heterocycles. The reactivity of the 1,3-isomer was found to be much greater than the 2,3-isomer and is a consequence of both conformational and electronic factors. Formation of rearranged cycloadducts occurs when unactivated enamines are used with the 2,3-substituted diene. This reaction occurs by an initial rearrangement of the 2,3-diene to the 1,3-isomer followed by cycloaddition with the enamine. Cycloaddition of several 4-substituted 1,3-bis(phenylsulfonyl)butadienes with amidines and thioformamide gave dihydropyridines and thiopyrans, respectively. Indole reacts with both the 1,3- and 2,3-dienes to give the same product distribution of epimeric carbazoles. An entirely different reaction occurred when 1-indolylmagnesium iodide was used. The 2,3-diene reacts with 1-(diethylamino)-1-propyne at low temperatures to give a [2 + 2]-cyloadduct. Reaction of the isomeric 1,3-diene with the same ynamine gave [4 + 2]-cycloadducts as did several 4-substituted 1,3-bis(phenylsulfonyl)butadienes.

  DOI：

  10.1021/jo00039a008

文献信息

• TETRALIN AND INDANE DERIVATIVES AND USES THEREOF
  申请人：Harris, III Ralph New

  公开号：US20100130742A1

  公开（公告）日：2010-05-27

  Compounds of the formula I, II or III: or pharmaceutically acceptable salts thereof, wherein m, n, q, Ar, R 1 , R 2 , R 3 , R 4 and R 5 are as defined herein. Also provided are methods for preparing, compositions comprising, and methods for using compounds of formulas I-III.

  公式I、II或III的化合物：或其药学上可接受的盐，其中m、n、q、Ar、R1、R2、R3、R4和R5的定义如本文所述。还提供了制备公式I-III化合物的方法、包含这些化合物的组合物的配方和使用方法。
• Meyer,H., Justus Liebigs Annalen der Chemie, 1923, vol. 433, p. 342
  作者：Meyer,H.

  DOI：——

  日期：——
• US4111834A
  申请人：——

  公开号：US4111834A

  公开（公告）日：1978-09-05
• US4161461A
  申请人：——

  公开号：US4161461A

  公开（公告）日：1979-07-17
• US4193893A
  申请人：——

  公开号：US4193893A

  公开（公告）日：1980-03-18