2-ethoxy-4-(4-chlorophenyl)-6-(3-chloropropyl)-1,2-oxaphosphorin 2-oxide | 1415656-68-6

• 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: 2-ethoxy-4-(4-chlorophenyl)-6-(3-chloropropyl)-1,2-oxaphosphorin 2-oxide
• 英文别名: 2-ethoxy-4-p-chlorophenyl-6-(3-chloropropyl)-1,2-oxaphosphorin 2-oxide；2-Ethoxy-4-p-chlorophenyl-6-(3-chloropropyl)-1,2-oxaphosphorin 2-oxide；4-(4-chlorophenyl)-6-(3-chloropropyl)-2-ethoxy-1,2λ5-oxaphosphinine 2-oxide
• CAS: 1415656-68-6
• 化学式: C₁₅H₁₇Cl₂O₃P
• 分子量: 347.178
• InChiKey: GQAGBHAYHGHUNX-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：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  diethyl ((4-chlorophenyl)ethynyl)phosphonate 在 (acetonitrile)[(2-biphenyl)di-tert-butylphosphine]gold(I) hexafluoroantimonate 、 sodium hydroxide 作用下， 以 乙醇 、 1,2-二氯乙烷 为溶剂， 反应 29.0h， 生成 2-ethoxy-4-(4-chlorophenyl)-6-(3-chloropropyl)-1,2-oxaphosphorin 2-oxide
  参考文献：
  名称：

  Gold-Catalyzed Sequential Alkyne Activation for the Synthesis of 4,6-Disubstituted Phosphorus 2-Pyrones

  摘要：

  Tandem gold-catalyzed addition of alkynyl phosphonic acid monoethyl esters to terminal alkynes and cyclization were developed for the synthesis of 4,6-disubstituted phosphorus 2-pyrones in one reaction vessel based on the concept of sequential alkyne activation. Alkynyl enol phosphonates were selectively obtained through the gold-catalyzed addition reaction in the presence of a catalytic amount of triethylamine. Also, gold-catalyzed cyclization of alkynyl enol phosphonates was successful in giving a variety of 4,6-disubstituted phosphorus 2-pyrones.

  DOI：

  10.1021/ol3029274

文献信息

• NOVEL PHOSPHORUS 2-PYRONE DERIVATIVE AND PREPARATION METHOD THEREOF
  申请人：KNU-INDUSTRY COOPERATION FOUNDATION

  公开号：US20150191497A1

  公开（公告）日：2015-07-09

  Provided are a novel phosphorus 2-pyrone derivative and a preparation method thereof. The phosphorus 2-pyrone derivative according to the present invention is capable of being efficiently synthesized by treating an alkyl hydrogen alkynylphosphonate derivative and an alkyne derivative with a minimal amount of a gold catalyst.

  本发明提供了一种新型的磷2-吡喃衍生物及其制备方法。根据本发明，所述磷2-吡喃衍生物能够通过用少量金催化剂处理烷基氢基炔基磷酸酯衍生物和炔烃衍生物来高效合成。
• Phosphorus 2-pyrone derivative and preparation method thereof
  申请人：KNU-INDUSTRY COOPERATION FOUNDATION

  公开号：US09200019B2

  公开（公告）日：2015-12-01

  Provided are a novel phosphorus 2-pyrone derivative and a preparation method thereof. The phosphorus 2-pyrone derivative according to the present invention is capable of being efficiently synthesized by treating an alkyl hydrogen alkynylphosphonate derivative and an alkyne derivative with a minimal amount of a gold catalyst.

  本发明提供了一种新颖的磷2-吡喃衍生物及其制备方法。根据本发明，可以通过使用最少量的金催化剂处理烷基氢炔基膦酸酯衍生物和烷基炔衍生物来高效合成磷2-吡喃衍生物。
• US9200019B2
  申请人：——

  公开号：US9200019B2

  公开（公告）日：2015-12-01
• [EN] NOVEL PHOSPHOROUS 2-PYRONE DERIVATIVE AND PREPARATION METHOD THEREOF<br/>[FR] NOUVEAU DÉRIVÉ 2-PYRONE PHOSPHOREUX ET SON PROCÉDÉ DE PRÉPARATION
  申请人：KNU INDUSTRY COOPERATION FOUND

  公开号：WO2014003467A1

  公开（公告）日：2014-01-03

  본 발명은 신규한 포스포러스 2-파이론(phosphours 2-pyrone) 유도체 및 이의 제조방법에 관한 것이다. 본 발명에 따른 포스포러스 2-파이론(phosphorus 2-pyrone) 유도체는 알킬 하이드로젠 알카이닐포스포네이트(alkyl hydrogen alkynylphosphonate) 유도체와 알카인(alkyne) 유도체로부터 소량의 금(Au) 촉매로 처리하여 효율적으로 합성할 수 있다.
• Gold-Catalyzed Sequential Alkyne Activation for the Synthesis of 4,6-Disubstituted Phosphorus 2-Pyrones
  作者：Juntae Mo、Dongjin Kang、Dahan Eom、Sung Hong Kim、Phil Ho Lee

  DOI：10.1021/ol3029274

  日期：2013.1.4

  Tandem gold-catalyzed addition of alkynyl phosphonic acid monoethyl esters to terminal alkynes and cyclization were developed for the synthesis of 4,6-disubstituted phosphorus 2-pyrones in one reaction vessel based on the concept of sequential alkyne activation. Alkynyl enol phosphonates were selectively obtained through the gold-catalyzed addition reaction in the presence of a catalytic amount of triethylamine. Also, gold-catalyzed cyclization of alkynyl enol phosphonates was successful in giving a variety of 4,6-disubstituted phosphorus 2-pyrones.