methoxy 4-(2-phenylbut-3-en-1-yl)benzene | 1244556-55-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 英文名称: methoxy 4-(2-phenylbut-3-en-1-yl)benzene
• 英文别名: 4-(4-methoxyphenyl)-3-phenyl-1-butene；1-Methoxy-4-(2-phenylbut-3-enyl)benzene
• CAS: 1244556-55-5
• 化学式: C₁₇H₁₈O
• 分子量: 238.329
• InChiKey: HOSVEVRDEGDGLW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  三甲基(3-苯基丙-2-烯基)硅烷 、 N-(4-methoxy-benzyl)-4,N-dimethyl-benzenesulfonamide 在 双三氟甲烷磺酰亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 5.0h， 以71%的产率得到methoxy 4-(2-phenylbut-3-en-1-yl)benzene
  参考文献：
  名称：

  N-苄基磺酰胺在室温下与甲硅烷基化亲核试剂的催化偶联。

  摘要：

  在2-10 mol％的Tf（2）NH存在下，一系列N-苄基磺酰胺在室温下通过sp（3）碳氮键裂解与烯丙基，炔丙基，苄基或氢化硅烷平稳反应，得到结构多样的产品，产量中等至优异，且具有较高的化学和区域选择性。

  DOI：

  10.1039/c0cc00765j

文献信息

• Copper and palladium co-catalyzed highly regio-selective 1,2-hydroarylation of terminal 1,3-dienes
  作者：Rumeng Zhang、Qifan Li、Min Zhang、Sida Chai、Yuqi Duan、Jingfei Su、Qian Zhao、Chun Zhang

  DOI：10.1039/d0cc06007k

  日期：——

  regio-selective hydroarylation of terminal 1,3-dienes has been developed. This chemistry afforded the terminal alkenyl group containing products, which are a kind of versatile precursor for organic synthesis, from 1,3-dienes by a practical one-step reaction. With good functional group tolerance, this protocol could be used to make a series of bio-active compounds using readily accessible starting materials.

  已经开发出实用的铜和钯共催化的末端1，3-二烯的高度区域选择性加氢芳基化。该化学方法通过实际的一步反应从1，3-二烯得到了含末端烯基的产物，该产物是一种有机合成的通用前体。具有良好的官能团耐受性，该方案可用于使用易于获得的起始原料制备一系列生物活性化合物。通过控制实验和动力学研究探索了该反应的机理。
• Rhodium-Catalyzed Allylation of Benzyl Acetates with Allylsilanes
  作者：Gen Onodera、Eriko Yamamoto、Shota Tonegawa、Makoto Iezumi、Ryo Takeuchi

  DOI：10.1002/adsc.201100202

  日期：2011.8

  allylation product in the presence of a catalytic amount of the (cyclooctadiene)rhodium(I) chloride dimer [Rh(cod)Cl]2}, sodium tetrakis[3,5-bis(trifluoromethyl)phenyl]borate (NaBARF), and triphenyl phosphite [P(OPh)3] in refluxing 1,2-dichloroethane. Primary, secondary and tertiary benzyl acetates could be used for the reaction. Moreover, allylation of gem-benzyl acetate was possible with [Rh(cod)Cl]2, NaBARF

  在催化量的（环辛二烯）氯化铑（I）二聚体[Rh（cod）Cl] 2 }，四[3,5-双（三氟甲基）钠]存在下，乙酸苄酯与烯丙基三甲基硅烷反应生成烯丙基化产物苯基]硼酸酯（NaBARF）和亚磷酸三苯酯[P（OPh）3 ]在回流的1,2-二氯乙烷中。伯，仲和叔乙酸苄酯可用于该反应。此外，烯丙基化宝石-苄基乙酸酯是可能的的[Rh（COD）CL] 2，NaBARF，和P（OPH）3。Monoallylation和diallylation宝石-苄基乙酸酯可通过改变反应条件来控制。阳离子铑原位生成 作为路易斯酸催化剂，通过从苄基碳上消除乙酰氧基，得到苄基碳正离子化作用。
• Enantioselective Allylic Alkylation with 4-Alkyl-1,4-dihydro-pyridines Enabled by Photoredox/Palladium Cocatalysis
  作者：Hong-Hao Zhang、Jia-Jia Zhao、Shouyun Yu

  DOI：10.1021/jacs.8b10766

  日期：2018.12.12

  alkylation has been achieved enabled by the merger of photoredox and palladium catalysis. In this dual catalytic process, alkyl radicals generated from 4-alkyl-1,4-dihydropyridines act as the coupling partners of the π-allyl palladium complexes. The generality of this method has been illustrated through the reaction of a variety of allyl esters with 4-alkyl-1,4-dihydropyridines. This mechanistically novel

  通过光氧化还原和钯催化的合并，实现了高度区域和对映选择性的烯丙基烷基化。在这种双重催化过程中，由 4-烷基-1,4-二氢吡啶生成的烷基自由基作为 π-烯丙基钯配合物的偶联伙伴。该方法的通用性已通过各种烯丙基酯与 4-烷基-1,4-二氢吡啶的反应得到说明。这种机械上新颖的策略扩展了传统 Pd 催化的不对称烯丙基烷基化反应的范围，并作为其替代和潜在的补充。
• Preparation of an Arenylmethylzinc Reagent with Functional Groups by Chemoselective Cross-Coupling Reaction of Bis(iodo­zincio)methane with Iodoarenes
  作者：Seijiro Matsubara、Yukako Shimada、Ryosuke Haraguchi

  DOI：10.1055/s-0034-1381044

  日期：——

  Palladium-catalyzed cross-coupling reaction of bis(iodozincio)methane with iodoarenes carrying various functionalities such as ester, boryl, cyano, and halo groups proceeded chemoselectively to give the corresponding arenylmethylzinc species efficiently. The moderate reactivity of the gem-dizinc reagent imparted functional group tolerance to the process. The transformations from iodoheteroarenes were also performed; in the case of iodopyridine derivatives, the nickel-catalyzed reaction gave the corresponding organozinc species efficiently. The obtained arenylmethylzinc species underwent the copper-mediated coupling reaction with a range of organic halides.