2-ethoxy-1,2λ⁵-benzoxaphosphinine 2-oxide | 69750-16-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: 2-ethoxy-1,2λ⁵-benzoxaphosphinine 2-oxide
• 英文别名: 2-ethoxy-2H-benzo[1,2][e]oxaphosphinine-2-oxide；2-ethoxy-2-oxo-2H-1,2-benzoxaphosphorine；2-ethoxy-2H-benzo[e][1,2]oxaphosphinine 2-oxide；2-Aethoxy-2H-1,2-benzoxaphosphorin-2-oxid；Afjopurwibmhna-uhfffaoysa-；2-ethoxy-1,2λ5-benzoxaphosphinine 2-oxide
• CAS: 69750-16-9
• 化学式: C₁₀H₁₁O₃P
• 分子量: 210.169
• InChiKey: AFJOPURWIBMHNA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  丙烯酸甲酯（MA） 、 2-ethoxy-1,2λ⁵-benzoxaphosphinine 2-oxide 在 silver(I) acetate 、 palladium diacetate 作用下， 反应 15.0h， 以82%的产率得到(E)-methyl 2-ethoxy-2-oxo-2H-1,2-benzoxaphosphorine-3-acrylate
  参考文献：
  名称：

  신규한 바이닐 포스파쿠마린 유도체 및 이의 제조방법

  摘要：

  这是一项关于新型乙烯基膦酰亚胺衍生物及其制备方法的发明，该衍生物具有药理活性和生理活性，可用作医药和农药等领域的重要原料或中间体。

  公开号：

  KR20160109403A
• 作为产物：
  描述：

  ethyl phenyl ethynylphosphonate 在 三苯基膦氯金 、 三氟甲磺酸 、 silver trifluoromethanesulfonate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 17.0h， 生成 2-ethoxy-1,2λ⁵-benzoxaphosphinine 2-oxide
  参考文献：
  名称：

  Alkenylation of Phosphacoumarins via Aerobic Oxidative Heck Reactions and Their Synthetic Application to Fluorescent Benzophosphacoumarins

  摘要：

  Alkenylation of phosphacoumarins is developed from the reaction of phosphacoumarins with a variety of activated as well as nonactivated alkenes via aerobic oxidative Heck reactions. In addition, 3-alkenylphosphacoumarins undergo an inverse electron demand Diels-Alder reaction (IEDDA) with enamines in situ generated from ketone and pyrrolidine followed by 1,2-elimination and a dehydrogenation, producing fluorescent benzophosphacoumarins.

  DOI：

  10.1021/acs.orglett.5b00020

文献信息

• 신규한 바이닐 포스파쿠마린 유도체 및 이의 제조방법
  申请人：KNU-Industry Cooperation Foundation 강원대학교산학협력단(220040088571) BRN ▼221-82-10213

  公开号：KR20160109403A

  公开（公告）日：2016-09-21

  본 발명은 약리활성 및 생리활성을 가지고 있어 의약 및 농약 등의 분야에서 중유한 원료물질 또는 중간체로 이용될 수 있는 신규한 바이닐 포스파쿠마린의 유도체 및 이의 제조방법에 관한 것이다.

  这是一项关于新型乙烯基膦酰亚胺衍生物及其制备方法的发明，该衍生物具有药理活性和生理活性，可用作医药和农药等领域的重要原料或中间体。
• Gold-Catalyzed Hydroarylation of Aryl Alkynylphosphonates for the Synthesis of Phosphacoumarins
  作者：Cheol-Eui Kim、Taekyu Ryu、Sanghyuck Kim、Kooyeon Lee、Chang-Hee Lee、Phil Ho Lee

  DOI：10.1002/adsc.201300545

  日期：2013.10.11

  AbstractIntramolecular hydroarylation using aryl alkynylphosphonates proceeds smoothly with a gold/silver catalyst in the presence of trifluoromethanesulfonic acid (TfOH) in the 6‐endo mode, thus affording a unique synthetic method for phosphacoumarins having various functional groups, which could be a privileged structure and prevalent scaffold in phosphorus heterocycles.magnified image
• Petrov,K.A. et al., Journal of general chemistry of the USSR, 1978, vol. 48, p. 2419 - 2424
  作者：Petrov,K.A. et al.

  DOI：——

  日期：——
• Alkenylation of Phosphacoumarins via Aerobic Oxidative Heck Reactions and Their Synthetic Application to Fluorescent Benzophosphacoumarins
  作者：Cheol-Eui Kim、Jeong-Yu Son、Seohyun Shin、Boram Seo、Phil Ho Lee

  DOI：10.1021/acs.orglett.5b00020

  日期：2015.2.20

  Alkenylation of phosphacoumarins is developed from the reaction of phosphacoumarins with a variety of activated as well as nonactivated alkenes via aerobic oxidative Heck reactions. In addition, 3-alkenylphosphacoumarins undergo an inverse electron demand Diels-Alder reaction (IEDDA) with enamines in situ generated from ketone and pyrrolidine followed by 1,2-elimination and a dehydrogenation, producing fluorescent benzophosphacoumarins.