5-phenyl-2,2,6-trimethyl-2h,4h-1,3-dioxin-4-one | 87769-42-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-phenyl-2,2,6-trimethyl-2h,4h-1,3-dioxin-4-one
• 英文别名: 2,2,6-trimethyl-5-phenyl-4H-1,3-dioxin-4-one；5-phenyl-2,2,6-trimethyl-4H-1,3-dioxin-4-one；2,2,6-trimethyl-5-phenyl-1,3-dioxin-4-one
• CAS: 87769-42-4
• 化学式: C₁₃H₁₄O₃
• 分子量: 218.252
• InChiKey: YXFOYPAZJOIURV-UHFFFAOYSA-N

物化性质

• 熔点：
  51-52 °C
• 沸点：
  356.6±42.0 °C(Predicted)
• 密度：
  1.108±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-phenyl-2,2,6-trimethyl-2h,4h-1,3-dioxin-4-one 生成 (Z)-2-benzoyl-N-ethyl-3-phenylprop-2-enamide
  参考文献：
  名称：

  SATO, MASAYUKI;OGASAWARA, HIROMICHI;KATO, TETSUZO, CHEM. AND PHARM. BULL., 1984, 32, N 7, 2602-2608

  摘要：

  DOI：
• 作为产物：
  描述：

  2,2,6-trimethyl-5-iodo-4H-1,3-dioxin-4-one 、 苯基三氟硼酸钾 在 potassium carbonate 、 palladium dichloride 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 1.0h， 以50%的产率得到5-phenyl-2,2,6-trimethyl-2h,4h-1,3-dioxin-4-one
  参考文献：
  名称：

  使用钯催化的三氟硼酸盐交叉偶联反应对环状 α-碘酮进行 α-芳基化和炔基化

  摘要：

  通过钯催化的环状 α-碘代烯酮与芳基三氟硼酸钾盐的交叉偶联反应，描述并说明了 α-芳基-和 α-炔基环己烯酮的快速合成。该程序可以轻松获得用电子给体和受体取代基官能化的 α-芳基化和炔基化环己烯酮，收率良好。

  DOI：

  10.1055/s-0029-1218580

文献信息

• Herbicidal 1,3-oxazin-4-one derivatives and intermediates thereto
  申请人：Rhone-Poulenc Agrochimie

  公开号：US05696054A1

  公开（公告）日：1997-12-09

  Novel 1,3-oxazin-4-one derivatives of the formula ##STR1## wherein R.sup.1 to R.sup.5 are hydrocarbyl radicals which are optionally substituted, and herbicidal compositions comprising the same as active ingredients and their use in controlling the growth of weeds. The compounds can be produced by reacting substituted 1,3-dioxin-4-one derivatives and N-methylene-alkylamine.

  新颖的1,3-噁嗪-4-酮衍生物的化学式为##STR1##其中R.sup.1至R.sup.5为可以选择性取代的烃基基团，以及包含这些化合物作为活性成分的除草剂组合物，以及它们在控制杂草生长中的应用。这些化合物可以通过反应取代的1,3-二氧杂环丁酮衍生物和N-亚甲基-烷基胺来制备。
• Palladium-Catalyzed Carbonylative Couplings of Vinylogous Enolates: Application to Statin Structures
  作者：Ilya S. Makarov、Takashi Kuwahara、Xavier Jusseau、Ilhyong Ryu、Anders T. Lindhardt、Troels Skrydstrup

  DOI：10.1021/jacs.5b09342

  日期：2015.11.11

  The first Pd-catalyzed carbonylative couplings of aryl and vinyl halides with vinylogous enolates are reported generating products derived from C-C bond formation exclusively at the γ-position. Good results were obtained with a dienolate derivative of acetoacetate (1,3-dioxin-4-one). These transformations occurred at room temperature and importantly with only stoichiometric carbon monoxide in a two-chamber

  据报道，第一个 Pd 催化的芳基和乙烯基卤化物与乙烯基烯醇化物的羰基化偶联产生了仅在 γ 位形成 CC 键的产物。使用乙酰乙酸酯的二烯醇衍生物 (1,3-dioxin-4-one) 获得了良好的结果。这些转变发生在室温下，重要的是在两室反应器中仅使用化学计量的一氧化碳。该方法用于合成他汀类的两个成员，通过 γ-选择性羰基化和顺式立体选择性还原 3,5-二羰基酸中间体生成顺式 3,5-二醇酸基序。
• 1,3-oxazin-4-one derivatives, herbicides containing the same, and novel
  申请人：Mitsubishi Petrochemical Co., Ltd.

  公开号：US05436224A1

  公开（公告）日：1995-07-25

  1,3-Oxazin-4-one derivatives represented by general formula (I) ##STR1## wherein R.sup.1 is a lower alkyl group, a lower alkenyl group, an aryl group which may be substituted, or an aralkyl group which may be substituted; R.sup.2 is a hydrogen atom or a lower alkyl group; R.sup.3 is a lower alkyl group, an aryl group which may be substituted, or an aralkyl group which may be substituted; and R.sup.4 and R.sup.5, independently, each is a lower alkyl group, or R.sup.4 and R.sup.5, taken together with the carbon atom to which they are bonded, combine to form a 3- to 8-membered carbocyclic group which may have a branch of a lower alkyl group. These compounds have broad herbicidal spectra and potent herbicidal activities and in addition high safety to useful crops, so that they are useful as herbicides.

  以一般式(I)表示的1,3-Oxazin-4-one衍生物，其中R^1是较低的烷基团、较低的烯基团、可能被取代的芳基团或可能被取代的芳基烷基团；R^2是氢原子或较低的烷基团；R^3是较低的烷基团、可能被取代的芳基团或可能被取代的芳基烷基团；而R^4和R^5分别是较低的烷基团，或者R^4和R^5与它们结合的碳原子一起形成一个3到8成员的碳环族，该环可能有一个较低的烷基团的支链。这些化合物具有广泛的除草谱和强大的除草活性，而且对有用作物具有高安全性，因此它们可用作除草剂。
• Synergistic herbicidal compositions comprising 1,3-oxazin-4-one compounds
  申请人：Rhone-Poulenc Agrochimie

  公开号：US05672566A1

  公开（公告）日：1997-09-30

  A herbicidal composition containing as active ingredients the following two components, (A): at least one of 1,3-oxazin-4-one derivatives represented by the following general formula (I) ##STR1## wherein, R is a methyl or an ethyl group, Y is a halogen atom, a lower haloalkyl or a lower haloalkoxy group, and n is 0, 1, 2 or 3, and (B): at least one compound selected from certain known herbicides. It is possible, by use of this composition, to completely control annual gramineous weeds, annual broad-leaved weeds and perennial weeds, without causing any phytotoxicity on agriculturally important crops at a low dose of the active ingredients.

  一种除草剂组合物，其包含以下两种活性成分：(A)至少一种由下式(I)表示的1,3-噁唑烷-4-酮衍生物，其中R为甲基或乙基基团，Y为卤素原子、低卤代烷基或低卤代氧基团，n为0、1、2或3，以及(B)至少一种从已知除草剂中选择的化合物。通过使用这种组合物，可以在活性成分的低剂量下完全控制年生禾本科杂草、年生阔叶杂草和多年生杂草，而不会对农业重要作物产生任何植物毒性。
• 1,3-oxazin-4-one derivative, herbicide containing same, and intermediate
  申请人：Mitsubishi Chemical Corporation

  公开号：US05977025A1

  公开（公告）日：1999-11-02

  This invention provides 1,3-oxazin-4-one derivatives represented by following general formula (I): ##STR1## in which R.sup.1 represents a phenyl group which may be substituted; R.sup.2 represents a hydrogen atom or a lower alkyl group; R.sup.3 represents a hydrogen atom, a lower alkyl group, an aralkyl group or a phenyl group which may be substituted; R.sup.4 and R.sup.5 each independently represent a lower alkyl group; and W represents an oxygen atom or a group represented by the formula --N(R.sup.6)-- in which R.sup.6 represents a hydrogen atom, a lower alkyl group, a lower alkenyl group or a lower alkynyl group. There are also provided herbicidal compositions containing the derivatives and intermediates for preparing them. The compounds according to the present invention exhibit strong herbicidal activities and thus they are useful as active ingredients of agricultural chemicals.

  本发明提供了由以下一般式(I)表示的1,3-噁唑烷-4-酮衍生物：##STR1## 其中R.sup.1代表可能被取代的苯基；R.sup.2代表氢原子或低碳基；R.sup.3代表氢原子、低碳基、芳基烷基或可能被取代的苯基；R.sup.4和R.sup.5各自独立地代表低碳基；W代表氧原子或由公式--N(R.sup.6)--所表示的基团，其中R.sup.6代表氢原子、低碳基、低烯基基团或低炔基基团。还提供了含有这些衍生物的除草剂组合物和制备它们的中间体。根据本发明的化合物表现出强烈的除草活性，因此它们是农药活性成分的有用来源。