methyl 2,3-dihydro-2-phenyl-3-benzofurancarboxylate

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 2-芳基苯并呋喃类黄酮
• 英文名称: methyl 2,3-dihydro-2-phenyl-3-benzofurancarboxylate
• 英文别名: methyl 2-phenyl-2,3-dihydro-1-benzofuran-3-carboxylate
• 化学式: C₁₆H₁₄O₃
• 分子量: 254.285
• InChiKey: BXCMWUUBPKZMDL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  黄烷酮 以75%的产率得到
  参考文献：
  名称：

  Khanna Mahavir S., Singh Om V., Garg Chandra P., Kapoor Ram P., Synth. Commun., 23 (1993) N 5, S 585-590

  摘要：

  DOI：

文献信息

• Regioselective Synthesis of Methyl 2,3-Dihydro-2-aryl Benzofuran-3-Carboxylates Using Thallium(III) Nitrate
  作者：Mahavir S. Khanna、Om V. Singh、Chandra P. Garg、Ram. P. Kapoor

  DOI：10.1080/00397919308009816

  日期：1993.3.1

  Abstract Flavanones (1a–d) undergo smooth ring contraction with thallium(III) nitrate in presence of perchloric acid and trimethyl orthoformate resulting in the formation of methyl 2,3-dihydro-2-arylbenzofuran-3-carboxylates (2a–d) in good yields. The mechanism of this oxidation has also been discussed.

  摘要 在高氯酸和原甲酸三甲酯存在下，黄烷酮 (1a-d) 与硝酸铊 (III) 发生平滑的环收缩，导致形成 2,3-二氢-2-芳基苯并呋喃-3-羧酸甲酯 (2a-d)。良好的收益。还讨论了这种氧化的机制。
• Dirhodium Carboxylate Catalysts from 2‐Fenchyloxy or 2‐Menthyloxy Arylacetic Acids: Enantioselective C−H Insertion, Aromatic Addition and Oxonium Ylide Formation/Rearrangement
  作者：Aoife M. Buckley、Daniel C. Crowley、Thomas A. Brouder、Alan Ford、U. B. Rao Khandavilli、Simon E. Lawrence、Anita R. Maguire

  DOI：10.1002/cctc.202100924

  日期：2021.10.19

  A new class of rhodium carboxylate complexes, which contain phenylacetate ligands substituted with bulky chiral alkoxy substituents, has been prepared, and the application of these complexes in some representative carbene transfer processes of α-diazocarbonyl compounds is described. Good enantioselectivity is obtained across a range of transformations.

  制备了一类新的羧酸铑配合物，其中含有被大手性烷氧基取代基取代的苯乙酸配体，并描述了这些配合物在α-重氮羰基化合物的一些代表性卡宾转移过程中的应用。通过一系列的转化可以获得良好的对映选择性。
• Dirhodium Tetracarboxylate Derived from Adamantylglycine as a Chiral Catalyst for Carbenoid Reactions
  作者：Ravisekhara P. Reddy、Gene H. Lee、Huw M. L. Davies

  DOI：10.1021/ol060893l

  日期：2006.8.1

  [reaction: see text] The dirhodium tetracarboxylate, Rh2(S-PTAD)4, derived from adamantylglycine, is a very effective chiral catalyst for carbenoid reactions. High asymmetric induction was obtained in Rh2(S-PTAD)4-catalyzed intramolecular C-H insertion (94% ee), intermolecular cyclopropanation (99% ee), and intermolecular C-H insertion (92% ee).

  [反应：见正文]源自金刚烷基甘氨酸的四羧酸二铑Rh2（S-PTAD）4是类胡萝卜素反应的非常有效的手性催化剂。在Rh2（S-PTAD）4催化的分子内CH插入（94％ee），分子间环丙烷化（99％ee）和分子间CH插入（92％ee）中获得了高度不对称诱导。
• Oxidative rearrangements of arylalkanones with 1H-1-hydroxy-5-methyl-1,2,3-benziodoxathiole 3,3-dioxide, a ‘green’ analog of Koser’s reagent
  作者：Michael W. Justik

  DOI：10.1016/j.tetlet.2007.02.129

  日期：2007.4

  Previous methods for the conversion of arylalkanones to alkyl 2-arylesters by oxidative rearrangement utilized reagents which either produced toxic metal salts or halogenated organics as by-products. In this report, 1H-1-hydroxy-5-methyl-1,2,3-benziodoxathiole 3,3-dioxide (HMBI) is used to effect this useful transformation, where the reduced iodine reagent is water-soluble and readily recycled. (c) 2007 Elsevier Ltd. All rights reserved.
• Justik, Michael W.; Zimmerman, Alyssa K., Heterocyclic Communications, 2009, vol. 15, # 1, p. 67 - 71
  作者：Justik, Michael W.、Zimmerman, Alyssa K.

  DOI：——

  日期：——