1-{2-[(4-methoxyphenyl)ethynyl]phenyl}propan-1-one | 1370697-66-7

• 分子结构分类: 有机化合物
• 英文名称: 1-{2-[(4-methoxyphenyl)ethynyl]phenyl}propan-1-one
• CAS: 1370697-66-7
• 化学式: C₁₈H₁₆O₂
• 分子量: 264.324
• InChiKey: WPOSNEFUEPZJGA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.69
• 重原子数：
  20.0
• 可旋转键数：
  3.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-{2-[(4-methoxyphenyl)ethynyl]phenyl}propan-1-one 在 乙基溴化镁 、 一氯化碘 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 生成 1-ethyl-2,4-diiodo-3-phenylnaphthalene 、 4-甲氧基苯甲酸丙酯
  参考文献：
  名称：

  Highly Regioselective Synthesis of 1,3-Diiodonaphthalene Derivatives via a Sequential Cascade Iodocyclization

  摘要：

  A novel and flexible sequentially cascade iodocyclization for the synthesis of highly substituted 1,3-diiodinated naphthalene derivatives in up to 99% yield under mild conditions is reported. The dihalogenated moiety can be readily introduced into the naphthalenes in a position that is usually not easily functionalized.

  DOI：

  10.1021/ol300457c
• 作为产物：
  描述：

  1-(2-碘苯基)丙烷-1-酮 、 4-乙炔基苯甲醚 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 三乙胺 作用下， 反应 4.25h， 生成 1-{2-[(4-methoxyphenyl)ethynyl]phenyl}propan-1-one
  参考文献：
  名称：

  Highly Regioselective Synthesis of 1,3-Diiodonaphthalene Derivatives via a Sequential Cascade Iodocyclization

  摘要：

  A novel and flexible sequentially cascade iodocyclization for the synthesis of highly substituted 1,3-diiodinated naphthalene derivatives in up to 99% yield under mild conditions is reported. The dihalogenated moiety can be readily introduced into the naphthalenes in a position that is usually not easily functionalized.

  DOI：

  10.1021/ol300457c

文献信息

• Bimetallic Catalytic Asymmetric Tandem Reaction of β‐Alkynyl Ketones to Synthesize 6,6‐Spiroketals
  作者：Shulin Ge、Weidi Cao、Tengfei Kang、Bowen Hu、Hang Zhang、Zhishan Su、Xiaohua Liu、Xiaoming Feng

  DOI：10.1002/anie.201812842

  日期：2019.3.18

  The enantioselective tandem reaction of β,γ‐unsaturated α‐ketoesters with β‐alkynyl ketones was realized by a bimetallic catalytic system of achiral AuΙΙΙ salt and chiral N,N′‐dioxide‐MgΙΙ complex. The cycloisomerization of β‐alkynyl ketone and asymmetric intermolecular [4+2] cycloaddition with β,γ‐unsaturated α‐ketoesters subsequently occurred, providing an efficient and straightforward access to

  β的对映选择性串联反应，具有β -炔基酮γ不饱和α酮酯是由非手性Au的双金属催化剂体系实现ΙΙΙ盐和手性Ñ，Ñ '二氧化物-镁ΙΙ复杂。随后发生了β-炔基酮的环异构化和不对称分子间[4 + 2]与β，γ-不饱和α-酮酸酯的加成反应，可高效，直接地获得手性多功能6,6-螺缩酮，产率高达97％，94 ％ee和> 19/1 dr此外，基于控制实验的结果，提出了一个催化循环。
• Oxidative Catalytic Spiroketalization Leading to Diastereoselective Synthesis of Spiro[benzofuran-2,1′-isochromene]s
  作者：Jiang-Kai Qiu、Wen-Juan Hao、Guigen Li、Bo Jiang

  DOI：10.1002/adsc.201701149

  日期：2018.3.20

  β‐alkynyl ketones bearing alkyl and aryl groups located at the α‐position of the carbonyl group could lead to highly diastereoselective spiro[chromane‐2,1′‐isochromene] derivatives. The reaction features broad substrate scope, mild oxidative catalytic conditions and excellent diastereoselectivity.

  已经建立了一种新的一锅，两步，银催化的带有β-炔基酮的原位生成的醌亚胺缩酮（QIKs）的螺环缩酮化反应，使多个C-O和C-C键形成反应能够密集地进行功能化的螺[苯并呋喃-2,1'-异戊二烯]衍生物，收率通常很高。使用位于羰基基团α-位带有烷基和芳基的β-炔基酮可能会导致非对映选择性的螺[chromane-2,1'-isochromene]衍生物。该反应具有广泛的底物范围，温和的氧化催化条件和出色的非对映选择性。