2-metyl-3-propyl-1H-inden-1-one | 75421-60-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚和异茚
• 英文名称: 2-metyl-3-propyl-1H-inden-1-one
• 英文别名: 2-methyl-3-propylinden-1-one；2-Methyl-3-n-propylindenone
• CAS: 75421-60-2
• 化学式: C₁₃H₁₄O
• 分子量: 186.254
• InChiKey: QXFXPAGCKMRJJX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-已炔 、 2-(甲氧基羰基)苯硼酸 在 cobalt acetylacetonate 、 1,2-双(二苯基膦)乙烷 作用下， 以 乙腈 为溶剂， 反应 12.0h， 以81 mg的产率得到2-metyl-3-propyl-1H-inden-1-one
  参考文献：
  名称：

  Synthesis of 2,3-disubstituted indenones by cobalt-catalyzed [3+2] annulation of o-methoxycarbonylphenylboronic acid with alkynes

  摘要：

  将炔烃与在钴催化剂存在下的o-甲氧羰基苯硼酸反应，得到相应的2,3-二取代的茚酮。

  DOI：

  10.1039/c6cc08032d

文献信息

• Novel photochemical reactions of 1- and 2-naphthols with ethylene promoted by aluminum halides
  作者：Kiyomi Kakiuchi、Bunji Yamaguchi、Masahiko Kinugawa、Masaki Ue、Yoshito Tobe、Yoshinobu Odaira

  DOI：10.1021/jo00062a024

  日期：1993.5

  Novel photoreactions of 1- and 2-naphthols with ethylene promoted by aluminum halides are described. Irradiation of 2-naphthol (2a) with AlX3 (X = Cl, Br) and ethylene in CH2Cl2 gave the corresponding [2 + 2] cycloadduct 7a in good yields. The major side product was 2-ethyl-1-naphthol (8a). Of the Lewis acids and alkenes examined, only AlCl3 and AlBr3 effected the reaction and only ethylene gave satisfactory results, although allene can also be employed. Naphthols 2b-e having different electron-attracting substituents on C-6 afforded [2 + 2] adducts 7b-e in moderate to good yields, while the reactions of C-3-alkyl-substituted derivatives 8a and 15b were unsuccessful. By contrast, 1-naphthol (1a) and its derivatives 1b-e exhibited diverse reactivities depending on the substituent on C-2, C-3, or C-6. Namely 1a and 3-methyl derivative 1b afforded [2 + 2] cycloadducts 16a and 16b in moderate yields. On the other hand, 2-methyl and 2-propyl derivatives 1c and 1d yielded unusual products like indenones 22a and 22b and cyclopropyl ketones 23a and 23b, respectively. 6-Methoxy derivative 1e also gave indenone 30. Plausible reaction mechanisms leading to the observed products are presented.
• Ni-Catalyzed Larock Indenone Annulation with Aliphatic- and Silyl-Substituted Alkynes Supported by Mechanistic Analysis
  作者：Hannah M. Hynds、Holli E. Lemons、Jasmine D. Willis、MarKayla J. Bell、Sydney E. Bottcher、Mei Lin N. Dye、Emily T. Echols、Edward L. Garner、Lauren E. Hutchinson、Caleb M. Phillips、Claudia P. Stephens、Thomas M. Gilbert、Dale J. Wilger

  DOI：10.1021/acs.organomet.2c00016

  日期：2022.3.28
• Reaction of o-diiodobenzene with alkynes and nickel carbonyl. Synthesis of substituted indenones
  作者：Lanny S. Liebeskind、Michael S. South

  DOI：10.1021/jo01314a060

  日期：1980.12
• LIEBESKIND L. S.; SOUTH M. S., J. ORG. CHEM., 1980, 45, NO 26, 5426-5429
  作者：LIEBESKIND L. S.、 SOUTH M. S.

  DOI：——

  日期：——
• Synthesis of 2,3-disubstituted indenones by cobalt-catalyzed [3+2] annulation of o-methoxycarbonylphenylboronic acid with alkynes
  作者：Mitsuhiro Ueda、Tamami Ueno、Yuki Suyama、Ilhyong Ryu

  DOI：10.1039/c6cc08032d

  日期：——

  Treatment of alkynes with o-methoxycarbonylphenylboronic acid in the presence of a cobalt catalyst resulted in the corresponding 2,3-disubstituted indenones.

  将炔烃与在钴催化剂存在下的o-甲氧羰基苯硼酸反应，得到相应的2,3-二取代的茚酮。