(3bR,6aR,9aS,12aS)-2-chloro-3b,5,6,6a,9a,10,11,12a-octahydro-7H,9H-furo[3,2-c]furo[2′,3′:4,5]pyrido[3,2,1-ij]quinoline

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: (3bR,6aR,9aS,12aS)-2-chloro-3b,5,6,6a,9a,10,11,12a-octahydro-7H,9H-furo[3,2-c]furo[2′,3′:4,5]pyrido[3,2,1-ij]quinoline
• 英文别名: (3bR,6aR,9aS,12aS)-2-chloro-3b,5,6,6a,9a,10,11,12a-octahydro-7H,9H-furo[3,2-c]furo[2',3':4,5]pyrido[3,2,1-ij]quinoline；(3S,7S,13R,17R)-10-chloro-6,14-dioxa-1-azapentacyclo[10.6.1.03,7.08,19.013,17]nonadeca-8,10,12(19)-triene
• 化学式: C₁₆H₁₈ClNO₂
• 分子量: 291.777
• InChiKey: KIWRAPZZBIVKSJ-DICSFEIXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  20
• 可旋转键数：
  0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  21.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,3-二氢呋喃 、 聚合甲醛 、 对氯苯胺 在 silica-supported p-sulfonic acid calix[4]arene heterogeneous catalyst CX₄SO₃HSi(n) 作用下， 以 neat (no solvent) 为溶剂， 反应 0.17h， 以48%的产率得到(3bR,6aR,9aR,12aR)-2-chloro-3b,5,6,6a,9a,10,11,12a-octahydro-7H,9H-furo[3,2-c]furo[2′,3′:4,5]pyrido[3,2,1-ij]quinoline
  参考文献：
  名称：

  以二氧化硅为支撑的杯芳烃[4]芳烃为多相催化剂，微波辅助合成氟尿嘧啶核苷

  摘要：

  已经描述了使用溶胶-凝胶法将杯芳烃固定在二氧化硅表面上作为用于多组分Povarov反应的有效多相催化剂（CX4SO 3 HSi（n））的应用。CX4SO 3 HSi（n的催化活性）在绿色和环境友好的条件下，以简单有效的方法合成了聚四氢吡啶。值得注意的是，仅0.5mol％的催化剂足以在微波辅助下催化无Povarov溶剂的反应。此外，该协议允许在一个步骤中构建四个新的C–C键和两个C–N键。据我们所知，这是第一个二氧化硅载体杯[4]芳烃，它是一种多聚体合成julolidines的非均相催化剂。

  DOI：

  10.1016/j.tet.2019.05.049

文献信息

• GOLD-POLYMER NANOSTRUCTURE-IMMOBILIZED SCANDIUM CATALYST AND ITS USE
  申请人：Kobayashi Shu

  公开号：US20130059999A1

  公开（公告）日：2013-03-07

  The present invention provides a Scandium catalyst that can be used in water or water-soluble organic solvent with no leaching of Scandium. Provided is a gold-polymer nanostructure-immobilized Scandium catalyst, which is formed by preparing, in liquid phase, a mixture comprising gold clusters with from 1 to 50 nm of diameter, disulfide monomer, sulfonic acid salt of disulfide and Lewis acid metal compound represented by ScY 3 , wherein Y is OSO 2 CF 3 etc., and polymerizing the mixture in the presence of a radical polymerization initiator, wherein the disulfide monomer is represented by the formula below: CH 2 ═CH—R 1 —S—S—R 1 —CH═CH 2 wherein R 1 represents a divalent hydrocarbon, which may contain an ether bond, and the sulfonic acid salt of disulfide is represented by the formula below: MO 3 S—R 2 —S—S—R 2 —SO 3 M wherein R 2 represents a divalent hydrocarbon, which may contain an ether bond, and M represents an alkali metal. This catalyst is useful as a catalyst for aldol reactions, cyanolation reactions, allylation reactions, Michael reactions, Mannich reactions, Diels Alder reactions and Friedel Crafts reactions in water or water-soluble organic solvent.

  本发明提供了一种可以在水或水溶性有机溶剂中使用的钪催化剂，不会出现钪的淋出。所提供的是一种金聚合物纳米结构固定的钪催化剂，该催化剂是通过在液相中制备混合物形成的，该混合物包括直径为1至50纳米的金团簇、二硫化物单体、二硫化物磺酸盐和由ScY3表示的Lewis酸金属化合物，其中Y为OSO2CF3等，然后在自由基引发剂的存在下聚合该混合物，其中二硫化物单体由下式表示：CH2═CH—R1—S—S—R1—CH═ ，其中R1表示一个二价碳氢化合物，可以包含醚键，二硫化物磺酸盐由下式表示：MO3S—R2—S—S—R2—SO3M，其中R2表示一个二价碳氢化合物，可以包含醚键，M表示一种碱金属。该催化剂可用作水或水溶性有机溶剂中的醛基反应、氰化反应、烯丙基化反应、迈克尔反应、曼尼希反应、Diels Alder反应和Friedel Crafts反应的催化剂。
• Calix[<i>n</i>]arene-Catalyzed Three-Component Povarov Reaction: Microwave-Assisted Synthesis of Julolidines and Mechanistic Insights
  作者：Paula Aline da Silva Abranches、Walysson Ferreira de Paiva、Ângelo de Fátima、Felipe Terra Martins、Sergio Antonio Fernandes

  DOI：10.1021/acs.joc.7b02532

  日期：2018.2.16

  A new one-pot cascade reaction-based application of Povarov reactions with a p-sulfonic acid calix[4]arene catalyst for the synthesis of a series of 34 julolidine derivatives with substituents at C8 or C9 in good to excellent yields is reported. These microwave-assisted reactions proceeded efficiently, had short reaction times, were metal-free, were low cost, and used an inexpensive, easily available and nontoxic catalyst. These advantages, along with a simple workup procedure, make this protocol a very efficient and green alternative to the traditional methods for constructing these types of N-heterocyclic skeletons. In addition, this protocol allows the formation of julolidine structures, which requires the construction of four new C-C bonds and two C-N bonds. A mechanism for the Povarov reaction involving a stepwise sequence via ionic intermediates was proposed and validated.
• GOLD POLYMER NANO-STRUCTURE-SUPPORTED SCANDIUM CATALYST AND USE OF THE SAME
  申请人：Japan Science and Technology Agency

  公开号：EP2545991B1

  公开（公告）日：2014-06-04
• US8735522B2
  申请人：——

  公开号：US8735522B2

  公开（公告）日：2014-05-27