1-氯-1-(2-呋喃基)-3-苯基-2-氮杂丙烯 | 6436-35-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 1-氯-1-(2-呋喃基)-3-苯基-2-氮杂丙烯
• 英文名称: 1-chloro-1-(2-furyl)-3-phenyl-2-azapropene
• 英文别名: N-benzylfuran-2-carbimidoyl chloride；N-benzylfuran-2-carboximidoyl chloride
• CAS: 6436-35-7
• 化学式: C₁₂H₁₀ClNO
• 分子量: 219.671
• InChiKey: SJBPXOOTZKMOOD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  25.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-氯-1-(2-呋喃基)-3-苯基-2-氮杂丙烯 在 碘苯二乙酸 、 三乙胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 3.17h， 生成 2-(furan-2-yl)-4-phenylquinazoline
  参考文献：
  名称：

  Solvent/Oxidant-Switchable Synthesis of Multisubstituted Quinazolines and Benzimidazoles via Metal-Free Selective Oxidative Annulation of Arylamidines

  摘要：

  A fast and simple divergent synthesis of multisubstituted quinazolines and benzimidazoles was developed from readily available amidines, via iodine(III)-promoted oxidative C(sp(3))-C(sp(2)) and C(sp(2))-N bond formation in nonpolar and polar solvents, respectively. Further selective synthesis of quinazolines in polar solvent was realized by TEMPO-catalyzed sp(3)C-H/sp(2)C-H direct coupling of the amidine with K2S2O8 as the oxidant. No metal, base, or other additives were needed.

  DOI：

  10.1021/ol500864r
• 作为产物：
  描述：

  N-苄基呋喃-2-甲酰胺 在 五氯化磷 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 1-氯-1-(2-呋喃基)-3-苯基-2-氮杂丙烯
  参考文献：
  名称：

  Semi-catalytic reduction of secondary amides to imines and aldehydes

  摘要：

  钌催化的HSiMe2Ph还原亚胺酰氯，实现了将二级酰胺转化为亚胺和醛的两步反应。

  DOI：

  10.1039/c4dt00372a

文献信息

• METHOD FOR THE CATALYTIC REDUCTION OF ACID CHLORIDES AND IMIDOYL CHLORIDES
  申请人：Nikonov Georgii

  公开号：US20140228579A1

  公开（公告）日：2014-08-14

  The present application relates to methods for the catalytic reduction of acid chlorides and/or imidoyl chlorides. The methods comprise reacting the acid chloride or imidoyl chloride with a silane reducing agent in the presence of a catalyst such as [Cp(Pr i 3 P)Ru(NCMe) 2 ] + [PF 6 ] − .

  本申请涉及用于催化还原酸氯化物和/或亚胺酰氯化物的方法。该方法包括在催化剂的存在下，将酸氯化物或亚胺酰氯化物与硅烷还原剂反应，所述催化剂例如为[Cp(Pr i 3 P)Ru(NCMe) 2 ] + [PF 6 ] − 。
• Onys'ko; Kim; Kiseleva, Russian Journal of General Chemistry, 1996, vol. 66, # 6, p. 911 - 916
  作者：Onys'ko、Kim、Kiseleva、Sinitsa

  DOI：——

  日期：——
• Semi-catalytic reduction of secondary amides to imines and aldehydes
  作者：Sun-Hwa Lee、Georgii I. Nikonov

  DOI：10.1039/c4dt00372a

  日期：——

  Ruthenium catalyzed reduction of iminoyl chlorides by HSiMe₂Ph allows for a two-step conversion of secondary amides into imines and aldehydes.

  钌催化的HSiMe2Ph还原亚胺酰氯，实现了将二级酰胺转化为亚胺和醛的两步反应。
• Solvent/Oxidant-Switchable Synthesis of Multisubstituted Quinazolines and Benzimidazoles via Metal-Free Selective Oxidative Annulation of Arylamidines
  作者：Jian-Ping Lin、Feng-Hua Zhang、Ya-Qiu Long

  DOI：10.1021/ol500864r

  日期：2014.6.6

  A fast and simple divergent synthesis of multisubstituted quinazolines and benzimidazoles was developed from readily available amidines, via iodine(III)-promoted oxidative C(sp(3))-C(sp(2)) and C(sp(2))-N bond formation in nonpolar and polar solvents, respectively. Further selective synthesis of quinazolines in polar solvent was realized by TEMPO-catalyzed sp(3)C-H/sp(2)C-H direct coupling of the amidine with K2S2O8 as the oxidant. No metal, base, or other additives were needed.