1-(3,4-dichlorophenyl)prop-2-yn-1-one | 33899-23-9

• 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: 1-(3,4-dichlorophenyl)prop-2-yn-1-one
• 英文别名: 1-(3,4-Dichlorophenyl)prop-2-yn-1-one
• CAS: 33899-23-9
• 化学式: C₉H₄Cl₂O
• 分子量: 199.036
• InChiKey: LXFHQWRLEZHQOS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-(3,4-dichlorophenyl)prop-2-yn-1-one 在 异丁酰胺 、 叠氮基三甲基硅烷 作用下， 以43%的产率得到(3,4-Dichloro-phenyl)-(2H-[1,2,3]triazol-4-yl)-methanone
  参考文献：
  名称：

  Synthesis and evaluation of (2-phenethyl-2H-1,2,3-triazol-4-yl)(phenyl)methanones as Kv1.5 channel blockers for the treatment of atrial fibrillation

  摘要：

  A series of novel (2-phenethyl-2H-1,2,3-triazol-4-yl)(phenyl)methanones were prepared and examined for utility as Kv1.5 channel blockers for the treatment of atrial fibrillation. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.06.001
• 作为产物：
  描述：

  1-(3',4'-dichlorophenyl)prop-2-yn-1-ol 在 2-碘酰基苯甲酸 作用下， 以 二甲基亚砜 、 乙腈 为溶剂， 生成 1-(3,4-dichlorophenyl)prop-2-yn-1-one
  参考文献：
  名称：

  规避金催化下 o-炔基苯胺的常规反应性，用于远端 7-endo-dig 环化

  摘要：

  已经提出了一种直接闭环策略，该策略涉及用于合成苯并 [ b ] 氮卓类化合物的o -炔基苯胺衍生物的不太容易进行 7-内切-挖掘碳环化。由于氮的高亲核性，在 o -炔基苯胺衍生物中的微不足道的 5-内切环化已被克服，通过在金催化下使用它们的插烯酰胺来获得广泛的苯并[ b ]]azepines 以原子经济的方式具有出色的官能团相容性。氘加扰实验和 DFT 研究支持一种机制，该机制涉及通过关键的环丙基金卡宾中间体稳定最初形成的七元乙烯基金中间体的构象变化及其随后由抗衡阴离子介导的原脱氧反应。

  DOI：

  10.1021/acs.joc.2c02668

文献信息

• Diversity-Oriented Synthesis Based on the DPPP-Catalyzed Mixed Double-Michael Reactions of Electron-Deficient Acetylenes and β-Amino Alcohols
  作者：Yi Chiao Fan、Ohyun Kwon

  DOI：10.3390/molecules16053802

  日期：——

  opane (DPPP)-catalyzed mixed double-Michael reactions of β-amino alcohols with electron-deficient acetylenes. These reactions are very suitable for the diversity-oriented parallel syntheses of oxizolidines because: (i) they are performed under mild metal-free conditions and (ii) the products are isolated without complicated work-up. To demonstrate the applicability of mixed double-Michael reactions

  在这项研究中，我们通过 1,3-双（二苯基膦）-丙烷 (DPPP) 催化 β-氨基醇与缺电子乙炔的混合双迈克尔反应制备了恶唑烷。这些反应非常适用于面向多样性的 oxizolidines 平行合成，因为：（i）它们在温和的无金属条件下进行；（ii）无需复杂的后处理即可分离产物。为了证明混合双迈克尔反应在制备五元环杂环中的适用性，我们从 5 种 β-氨基醇和 12 种缺电子乙炔制备了 60 种不同的恶唑烷。我们从蛋白质氨基酸衍生的 β-氨基醇合成了对映异构纯形式的这 60 种恶唑烷中的 36 种。
• Highly Efficient Asymmetric Synthesis of Chiral γ-Alkenyl Butenolides Catalyzed by Chiral <i>N,N</i>′-Dioxide–Scandium(III) Complexes
  作者：Jie Ji、Lili Lin、Qiong Tang、Tengfei Kang、Xiaohua Liu、Xiaoming Feng

  DOI：10.1021/acscatal.7b00590

  日期：2017.6.2

  The asymmetric synthesis of γ-alkenyl butenolides was accomplished by conjugated addition of butenolides to alkynones. Both terminal alkynones and nonterminal alkynones were applicable to the N,N′-dioxide–scandium(III) catalytic system. The corresponding products were obtained in good to excellent yields (up to 99%) with high E/Z ratios and high enantioselectivities (up to 98% ee). The novel methods

  γ-烯基丁烯化物的不对称合成是通过将丁烯化物共轭添加到炔烃中来完成的。末端炔基和非末端炔基均适用于N，N'-二氧化物-scan（III）催化体系。获得了具有高E / Z比和高对映选择性（高达98％ee）的高至极好产率（高达99％）的相应产品。构建γ-烯基丁烯化物和连续环氧化产物的新方法有助于构建具有生物活性的天然产物和合成中间体的核心结构。另外，一锅迈克尔加成/环氧化反应在我们的催化系统中表现良好。
• <i>N,N′</i>-Dioxide/Zinc Bis(trifluoromethylsulfonyl)imide Complex Catalyzed Enantioselective Diels-Alder Reaction of Cyclopentadiene with Alkynones
  作者：Tengfei Kang、Zhen Wang、Lili Lin、Yuting Liao、Yuhang Zhou、Xiaohua Liu、Xiaoming Feng

  DOI：10.1002/adsc.201500069

  日期：2015.6.15

  An N,N′‐dioxide/zinc bis(trifluoromethylsulfonyl)imide complex has been developed as an efficient catalyst for the highly enantioselective Diels–Alder reaction of cyclopentadiene with alkynones. Various 2‐acyl substituted norbornadiene derivatives were obtained in moderate to high yields (up to 99 %) with good enantiomeric excesses (up to 95 %).

  的N，N'二氧化物/锌双（三氟甲基磺酰）酰亚胺复合物已被开发为用于与alkynones环戊二烯高度对映选择性狄尔斯-阿尔德反应的有效催化剂。以中等到高的收率（高达99％）获得了各种2-酰基取代的降冰片二烯衍生物，对映体过量也很好（高达95％）。
• One-Pot Phosphine-Catalyzed Syntheses of Quinolines
  作者：San Khong、Ohyun Kwon

  DOI：10.1021/jo3015825

  日期：2012.9.21

  In this study we developed an efficient one-pot procedure for the preparation of 3-substituted and 3,4-disubstituted quinolines from stable starting materials (activated acetylenes reacting with o-tosylamidobenzaldehydes and o-tosylamidophenones, respectively) under mild conditions. The reaction appears to operate under a general base catalysis mechanism, instigated by the beta-phosphonium enoate alpha-vinyl anion generated in situ through nucleophilic addition of PPh3 to the activated alkyne. Michael addition of the deprotonated tosylamides to the activated alkynes and subsequent rapid aldol cyclization led to the formation of labile N-tosyldihydroquinoline intermediates. Driven by aromatization, detosylation of the dihydroquinoline intermediates occurred readily in the presence of dilute aqueous HCl to give the final quinoline products.
• COMPOUNDS AND METHODS FOR HEMATOPOIETIC REGENERATION
  申请人：The Regents of the University of California

  公开号：US20210188763A1

  公开（公告）日：2021-06-24

  The invention relates to compounds that promote hematopoietic regeneration. The invention further relates to methods of promoting hematopoietic regeneration using the novel compounds of the invention.