diethyl 1-(2-bromocyclohex-2-enyl)hydrazine-1,2-dicarboxylate | 1273252-40-6

• 分子结构分类: 有机化合物 - 有机卤素化合物 - 乙烯基卤化物
• 英文名称: diethyl 1-(2-bromocyclohex-2-enyl)hydrazine-1,2-dicarboxylate
• 英文别名: ethyl N-(2-bromocyclohex-2-en-1-yl)-N-(ethoxycarbonylamino)carbamate
• CAS: 1273252-40-6
• 化学式: C₁₂H₁₉BrN₂O₄
• 分子量: 335.198
• InChiKey: IKVMSMMCBVLBMA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  67.9
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  diethyl 1-(2-bromocyclohex-2-enyl)hydrazine-1,2-dicarboxylate 在 copper(l) iodide 、 LiDBB 、 caesium carbonate 、 N,N-二甲基乙二胺 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 生成 1,4,5,6-四氯-3,3-二羟基-7-(2,4-二氯苯基)-二环[2.2.2]辛-5,7-二烯-2-酮
  参考文献：
  名称：

  Synthesis and Functionalization of 3-Alkylidene-1,2-diazetidines Using Transition Metal Catalysis

  摘要：

  An efficient two-step synthesis of a wide range of 3-methylene-1,2-diazetidines has been developed through application of a Cu(I)-catalyzed 4-exo ring closure. The double bond of this new class of strained heterocycle can be functionalized in a stereocontrolled manner by using palladium-catalyzed Heck reactions. Moreover, chemoselective reduction of 3-alkylidene-1,2-diazetidines gives access to saturated 1,2-diazetidines and vicinal diamines.

  DOI：

  10.1021/ol200193n
• 作为产物：
  描述：

  2-bromocyclohex-2-en-1-ol 、 偶氮二甲酸二乙酯 在 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以77%的产率得到diethyl 1-(2-bromocyclohex-2-enyl)hydrazine-1,2-dicarboxylate
  参考文献：
  名称：

  Synthesis and Functionalization of 3-Alkylidene-1,2-diazetidines Using Transition Metal Catalysis

  摘要：

  An efficient two-step synthesis of a wide range of 3-methylene-1,2-diazetidines has been developed through application of a Cu(I)-catalyzed 4-exo ring closure. The double bond of this new class of strained heterocycle can be functionalized in a stereocontrolled manner by using palladium-catalyzed Heck reactions. Moreover, chemoselective reduction of 3-alkylidene-1,2-diazetidines gives access to saturated 1,2-diazetidines and vicinal diamines.

  DOI：

  10.1021/ol200193n

文献信息

• Synthesis and Functionalization of 3-Alkylidene-1,2-diazetidines Using Transition Metal Catalysis
  作者：Michael J. Brown、Guy J. Clarkson、Graham G. Inglis、Michael Shipman

  DOI：10.1021/ol200193n

  日期：2011.4.1

  An efficient two-step synthesis of a wide range of 3-methylene-1,2-diazetidines has been developed through application of a Cu(I)-catalyzed 4-exo ring closure. The double bond of this new class of strained heterocycle can be functionalized in a stereocontrolled manner by using palladium-catalyzed Heck reactions. Moreover, chemoselective reduction of 3-alkylidene-1,2-diazetidines gives access to saturated 1,2-diazetidines and vicinal diamines.