(E)-N-(4-phenylbut-3-en-2-yl)benzenesulfonamide | 1280224-83-0

• 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: (E)-N-(4-phenylbut-3-en-2-yl)benzenesulfonamide
• 英文别名: N-[(E)-4-phenylbut-3-en-2-yl]benzenesulfonamide
• CAS: 1280224-83-0
• 化学式: C₁₆H₁₇NO₂S
• 分子量: 287.382
• InChiKey: PTZHRCKCAJGZOZ-OUKQBFOZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  54.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯磺酰胺 、 1-苯基-3-丁烯-1-醇 在 palladium dichloride 作用下， 以 二氯甲烷 为溶剂， 反应 8.0h， 以65%的产率得到(E)-N-(4-phenylbut-3-en-2-yl)benzenesulfonamide
  参考文献：
  名称：

  PdCl2-catalyzed hydrosulfonamidation of homo allylic alcohols: an efficient synthesis of allylic sulfonamides

  摘要：

  A new protocol for the palladium chloride-catalyzed direct hydrosulfonamidation of homoallylic alcohols with migration of the double bond is described. This method requires no preactivation of alcohols and the reaction is environmentally benign with water as the only by-product. Various homoallylic alcohols on hydrosulfonamidation with sulfonamides gave the corresponding products in good yields. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.01.024

文献信息

• Reactions of a,ß-unsaturated<i>N</i>-benzenesulfonyl Imine -<i>N</i>-[(2<i>E</i>)-3-phenyl-2-propen-1-ylidene]benzenesulfonamide with Methyllithium
  作者：Gon-Ann Lee、Hsin-Yi Lee、Wei-Cheng Chen、Yen-Huei Lin

  DOI：10.1002/jccs.201500082

  日期：2015.7

  α,β‐Unsaturated N‐benzenesulfonyl imine 1 was treated with 1.1 eq methyllithium to afford 1,2‐addition adduct as a sole product. However, when compound 1 was treated with 2 eq MeLi, 1,2‐addition product, benzenesulfonamide derivative 3 and 2H‐1,2‐benzothiazine 1,1‐dioxide derivatives 4 and 5 were isolated.

  用1.1 eq甲基锂处理α，β-不饱和N-苯磺酰基亚胺1，以提供1,2-加成物作为唯一产物。但是，当化合物1用2当量MeLi，1,2加成产物处理时，分离出苯磺酰胺衍生物3和2 H 1,2,1,2-苯并噻嗪1,1-二氧化衍生物4和5。
• PdCl2-catalyzed hydrosulfonamidation of homo allylic alcohols: an efficient synthesis of allylic sulfonamides
  作者：B. Sreedhar、V. Ravi、Deepthi Yada

  DOI：10.1016/j.tetlet.2011.01.024

  日期：2011.3

  A new protocol for the palladium chloride-catalyzed direct hydrosulfonamidation of homoallylic alcohols with migration of the double bond is described. This method requires no preactivation of alcohols and the reaction is environmentally benign with water as the only by-product. Various homoallylic alcohols on hydrosulfonamidation with sulfonamides gave the corresponding products in good yields. (C) 2011 Elsevier Ltd. All rights reserved.