N-cyclohexyl-N-ethyl-N'-tosylformimidamide | 1071654-34-6

• 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: N-cyclohexyl-N-ethyl-N'-tosylformimidamide
• 英文别名: N-cyclohexyl-N-ethyl-N'-(4-methylphenyl)sulfonylmethanimidamide
• CAS: 1071654-34-6
• 化学式: C₁₆H₂₄N₂O₂S
• 分子量: 308.445
• InChiKey: KIAJGIWEQFASHA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  58.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  对甲苯磺酰叠氮 、 N,N-二乙基环己胺 在 tris(2,2'-bipyridyl)ruthenium dichloride 、 氧气 作用下， 以 1,4-二氧六环 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 6.0h， 以67%的产率得到N-cyclohexyl-N-ethyl-N'-tosylformimidamide
  参考文献：
  名称：

  有氧钌催化促进仲胺和叔胺的可见光室温脱烷基化酰亚胺化

  摘要：

  使用磺酰叠氮化物作为氮供体，描述了一种在可见光下对叔胺和仲胺进行有氧脱烷基化酰亚胺化，涉及 C(sp 3 )–C(sp 3 ) 键断裂，在室温下具有中等至优异的产率。已经证明，这种酰亚胺化可以在可见光照射下自发发生，并且可以通过钌光催化剂和氧气大大促进。还提出了先前需氧光氧化还原途径的替代机制。

  DOI：

  10.1039/d0ra10517a

文献信息

• Air-Induced One-Pot Synthesis of <i>N</i> -Sulfonylformamidines from Sulfonyl Chlorides, NaN₃ , and Tertiary/Secondary Amines
  作者：Wen-Zhu Bi、Wen-Jie Zhang、Zi-Jie Li、Xiao-Yi Xia、Xiao-Lan Chen、Ling-Bo Qu、Yu-Fen Zhao

  DOI：10.1002/ejoc.201901048

  日期：2019.9.22

  Several of N‐sulfonylformamidines were synthesized in one‐pot using easily available sulfonyl chlorides, sodium azide and tertiary/secondary amines in the presence of 5 mol‐% CuBr2 in DCE under aerobic oxidative conditions.

  在有氧氧化条件下，在DCE中存在5 mol％CuBr 2的情况下，使用容易获得的磺酰氯，叠氮化钠和叔/仲胺，在一个锅中合成了几种N-磺酰基甲am 。
• CuCl/CCl₄-Promoted Convenient Synthesis of Sulfonyl Amidines from Tertiary Amines and Sulfonyl Azides
  作者：Xiaoliang Xu、Zhichuang Ge、Dongping Cheng、Lei Ma、Chunshan Lu、Qunfeng Zhang、Nan Yao、Xiaonian Li

  DOI：10.1021/ol1000236

  日期：2010.3.5

  Promoted by CuCl/CCl4, a variety of sulfonyl azides and tertiary amines were successfully coupled to give sulfonyl amidine derivatives in good to excellent yields. A possible mechanism for this reaction is discussed.
• An Unexpected Diethyl Azodicarboxylate-Promoted Dehydrogenation of Tertiaryamine and Tandem Reaction with Sulfonyl Azide
  作者：Xiaoliang Xu、Xiaonian Li、Lei Ma、Ning Ye、Bojie Weng

  DOI：10.1021/ja8047514

  日期：2008.10.29

  It is shown here for the first time that diethyl azodicarboxylate promotes dehydrogenation of tertiaryamines to afford enamines, which subsequently take place in tandem reactions with sulfonyl azides to give the N-sulfonyl amidine derivatives. A number of different substituted tertiaryamines and sulfonyl azides can successfully be coupled, and several functionalized groups are tolerated in this system. The reaction described here is mild, general, and efficient, thus providing an extremely preferable method for synthesis of a variety of N-sulfonyl amidine derivatives.
• Visible-light enabled room-temperature dealkylative imidation of secondary and tertiary amines promoted by aerobic ruthenium catalysis
  作者：Dong Yang、Jingqi Shi、Jiaming Chen、Xiaoqi Jia、Cuiying Shi、Lifang Ma、Ziyuan Li

  DOI：10.1039/d0ra10517a

  日期：——

  sulfonyl azide as a nitrogen donor, a visible-light-enabled aerobic dealkylative imidation of tertiary and secondary amines involving C(sp3)–C(sp3) bond cleavage with moderate to excellent yields at room temperature is described. It has been demonstrated that this imidation could take place spontaneously upon visible-light irradiation, and could be facilitated considerably by a ruthenium photocatalyst

  使用磺酰叠氮化物作为氮供体，描述了一种在可见光下对叔胺和仲胺进行有氧脱烷基化酰亚胺化，涉及 C(sp 3 )–C(sp 3 ) 键断裂，在室温下具有中等至优异的产率。已经证明，这种酰亚胺化可以在可见光照射下自发发生，并且可以通过钌光催化剂和氧气大大促进。还提出了先前需氧光氧化还原途径的替代机制。