2,3,4,6,7,8-hexahydro-2-phenyl-7,7-dimethyl-5H-1-benzopyran-5-one | 72567-22-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 2,3,4,6,7,8-hexahydro-2-phenyl-7,7-dimethyl-5H-1-benzopyran-5-one
• 英文别名: 7,7-dimethyl-2-phenyl-2,3,4,6,7,8-hexahydro-5H-chromen-5-one；7,7-dimethyl-2-phenyl-2,3,4,6,7,8-hexahydrochromen-5-one；2-Phenyl-7,7-dimethyloctahydrochromin-5-one；7,7-dimethyl-2-phenyl-3,4,6,8-tetrahydro-2H-chromen-5-one
• CAS: 72567-22-7
• 化学式: C₁₇H₂₀O₂
• 分子量: 256.345
• InChiKey: HWBCMMUWWRGSMK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2,2-dicinnamyl-5,5-dimethylcyclohexane-1,3-dione 在 aluminum (III) chloride 作用下， 以 1,4-二氧六环 为溶剂， 反应 3.0h， 以55%的产率得到2,3,4,6,7,8-hexahydro-2-phenyl-7,7-dimethyl-5H-1-benzopyran-5-one
  参考文献：
  名称：

  New chemical access for pyran core embedded derivatives from bisalkenylated 1,3-diketones and 1,3-diketoesters via tandem C-dealkenylation and cyclization

  摘要：

  New chemical access has been developed for the synthesis of pyran core embedded derivatives from 1,3-diketones and 1,3-diketoesters, in which the active methylene group of 1,3-diketone or 1,3-diketoester was alkenylated with three equivalents of alkenyl bromides in presence NaH to give bisalkenyl 1,3-diketones or 1,3-diketoesters and the resultant bisalkenyl 1,3-diketones or 1,3-diketoesters were reacted with AlCl3 at room temperature to furnish pyran core embedded derivatives in good to excellent yields. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.10.030

文献信息

• Multicomponent Reactions of 1,3-Cyclohexanediones and Formaldehyde in Glycerol: Stabilization of Paraformaldehyde in Glycerol Resulted from using Dimedone as Substrate
  作者：Minghao Li、Chang Chen、Fei He、Yanlong Gu

  DOI：10.1002/adsc.200900770

  日期：2010.2.15

  Glycerol has proved to be an effective promoting medium for many multicomponent reactions of 1,3-cyclohexanediones and formaldehyde. Styrenes, amines, 2-naphthol, 4-hydroxy-6-methyl-2-pyrone and 4-hydroxy-1-methyl-2-quinolone could easily react with 1,3-cyclohexanediones and paraformaldehyde in glycerol under catalyst-free conditions to afford a variety of complex skeletons in fair to excellent yields

  甘油已被证明是1,3-环己二酮与甲醛的许多多组分反应的有效促进剂。在无催化剂条件下，苯乙烯，胺，2-萘酚，4-羟基-6-甲基-2-吡喃酮和4-羟基-1-甲基-2-喹诺酮可以轻松地与甘油中的1,3-环己二酮和多聚甲醛反应生成可以提供各种复杂的骨架，并且具有相当高的良率。在这些反应中，甘油不仅显示出对反应产率的显着促进作用，而且使反应体系具有许多绿色化学的典型特性，例如廉价，可再生，可回收和可生物降解的溶剂，良好的安全性和易于分离的产物。甘油对苯乙烯三组分反应的促进作用，二甲酮和多聚甲醛可能归因于甘油中亚甲基中间体的形成受限。在反应过程中，主要由反应开始时产生的副产物组成的物理壳可能会在多聚甲醛的表面形成，并通过限制甲醛的形成而在控制中间体的形成中起关键作用。多聚甲醛的分解。
• Pd(<scp>ii</scp>)-Catalyzed tandem selective dehydrogenative [4+2] annulation of 2-methyl-1,3-cycloalkanediones with olefins
  作者：Xu Zhang、Di Wang、Mengfan Chang、Xuefeng Xu、Wenguang Li、Wanya Wang

  DOI：10.1039/d3cc05191a

  日期：——

  A practical and effective palladium-catalyzed selective dehydrogenative [4+2] annulation of 2-methyl-1,3-cycloalkanediones with olefins was reported. The active 2-methylene-1,3-cycloalkanedione was in situ generated via Pd-catalyzed enolate oxidation processes, and it subsequently reacted with a wide variety of olefins to afford various polysubstituted dihydropyran derivatives in good to excellent

  报道了一种实用且有效的钯催化 2-甲基-1,3-环烷二酮与烯烃的选择性脱氢 [4+2] 成环反应。活性 2-亚甲基-1,3-环烷二酮通过Pd 催化的烯醇氧化过程原位生成，随后与多种烯烃反应，以良好至优异的产率提供各种多取代的二氢吡喃衍生物。
• Diversity-oriented approach to natural product inspired pyrano-carbazole derivatives: strategic utilization of hetero-Diels–Alder reaction, Fischer indolization and the Suzuki–Miyaura cross-coupling reaction
  作者：Sambasivarao Kotha、Rashid Ali、Mohammad Saifuddin

  DOI：10.1016/j.tet.2015.09.044

  日期：2015.11

  A variety of natural products inspired pyrano-carbazole derivatives have been assembled via hetero-Diels-Alder reaction and Fischer indolization (FI) under operationally simple reaction conditions. Later, the scope of this methodology has been expanded through Suzuki-Miyaura cross-coupling reaction involving different boronic acids. This simple strategy can be useful to generate a variety of medicinally important carbazole derivatives. (C) 2015 Elsevier Ltd. All rights reserved.
• XARCHENKO V. G.; SMIRNOVA N. S.; MARKOVA L. I.; RYBINA G. I.; KORSHUNOVA +, ZH. ORGAN. XIMII, 1979, 15, HO 9, 1961-1965
  作者：XARCHENKO V. G.、 SMIRNOVA N. S.、 MARKOVA L. I.、 RYBINA G. I.、 KORSHUNOVA +

  DOI：——

  日期：——