A concise synthesis of 2-benzoyl-1-indanones and 1-indanones from 2-aryl-1-tetralones

被引：4
作者：
Kumari, Anusueya [1 ]
Singh, Saurabh Kumar [1 ]
Singh, Raj Bahadur [1 ]
Bhunia, Sabyasachi [1 ]
Ghosh, Partha [1 ]
机构：
[1] Cent Univ Jharkhand, Dept Chem, Ranchi 835205, Bihar, India
来源：
SYNTHETIC COMMUNICATIONS | 2020年 / 50卷 / 15期
关键词：
Air oxidation; 2-benzoyl-1-indanones; 1-indanone; retro-Claisen condensation; CATALYZED ALPHA-ARYLATION; RING-CONTRACTION; CONSTRUCTION; BOND;
D O I：
10.1080/00397911.2020.1771370
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Methyl-2-(3-oxo-3-aryl) benzoates derived from acid catalyzed air oxidative fragmentation of 2-aryl-1-tetralones were efficiently undergone intramolecular-Claisen condensation in the presence of potassium tertiary butoxide. The resulting 2-benzoyl-1-indanones formed in two-step ring contractions were further subjected to indium triflate mediated retro-Claisen condensation to get 1-indanones.
引用
收藏
页码：2313 / 2318
页数：6
相关论文
共 50 条
  • [21] Cp2TiCl2-catalyzed cycloboration of α-olefins with PhBCl2 in the synthesis of 2-alkyl(aryl,benzyl)-1-phenylboriranes
    Khusainova, Liliya I.
    Khafizova, Leila O.
    Tyumkina, Tatyana V.
    Ryazanov, Kirill S.
    Dzhemilev, Usein M.
    JOURNAL OF ORGANOMETALLIC CHEMISTRY, 2017, 832 : 12 - 17
  • [22] The synthesis of 1,2,4-benzotriazines
    Ziarani, Ghodsi Mohammadi
    Mostofi, Madine
    Gholamzadeh, Parisa
    Mohammadi-Khanaposhtani, Maryam
    Yavari, Hossein
    ARKIVOC, 2019, : 41 - 105
  • [23] Synthesis of polyfunctionalized 1,1'-(α,ω-alkanediyl)bis(1,2,3,4-tetrahydropyridines)
    Gibadullina, Natalya N.
    Latypova, Dilara R.
    Nugumanov, Timur R.
    Spirikhin, Leonid V.
    Dokichev, Vladimir A.
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2017, 53 (10) : 1098 - 1102
  • [24] Synthesis of benzo[b][1,5]diazocin-6(5H)-one derivatives via the Cu-catalysed oxidative cyclization of 2-aryl-1H-indoles with 1,1-enediamines
    Chen, Yi-Hua
    Yang, Jing
    Lu, Zi-Han
    Zhao, Ke-Hua
    Xie, Qi-Ying
    Yan, Sheng-Jiao
    CHEMICAL COMMUNICATIONS, 2023, 59 (09) : 1217 - 1220
  • [25] 2-[2-(Methylamino)benzoyl]-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-one
    Li, Lin
    Zhang, Yu-Tao
    ACTA CRYSTALLOGRAPHICA SECTION E-STRUCTURE REPORTS ONLINE, 2010, 66 : O1511 - U2288
  • [26] A substrate-dependent reaction of 1-aryl-2-alkyl-1,2-diketones with 2-aroyl-1-chlorocyclopropanecarboxylates: selective access to 2′,5"-dicyclopropoxy-1,1′:4′,1"-teraryls and pentafulvenes
    Prakash, Meher
    Rani, Poonam
    Samanta, Sampak
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2022, 20 (32) : 6445 - 6458
  • [27] Rhodium-Catalyzed 1,4-Aryl Rearrangement of Sulfur Ylide for the Synthesis of 2-Pyridyl Thioethers
    Wang, Jie
    Li, Qing -Yang
    Wang, Shan -Shan
    Wu, Xin-Yan
    Li, Xingguang
    Liu, Pei-Nian
    ORGANIC LETTERS, 2023, : 703 - 707
  • [28] Modular synthesis of 1-α- and 1-β-(indol-2-yl)-2′-deoxyribose C-nucleosides
    Necas, David
    Hidasova, Denisa
    Hocek, Michal
    Kotora, Martin
    ORGANIC & BIOMOLECULAR CHEMISTRY, 2011, 9 (17) : 5934 - 5937
  • [29] Synthesis of 2-aryl-3-methylbenzo[g]indoles from 2-(arylethynyl)-1,8-bis(dimethylamino)naphthalenes: new examples of [1,3]-migration involving N-methyl group
    Filatova, Ekaterina A.
    Gulevskaya, Anna V.
    Pozharskii, Alexander F.
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2018, 54 (01) : 38 - 42
  • [30] Reaction of lithium 2-arylethynides with 6-aryl-3-(2-pyridyl)-1,2,4-triazines as an access to 6-aryl-5-arylvinyl-3-(2-pyridyl)-1,2,4-triazines
    Khasanov, Albert F.
    Kopehuk, Dmitry S.
    Kovalev, Igor S.
    Taniya, Olga S.
    Zyryanov, Grigory V.
    Rusinov, Vladimir L.
    Chupakhin, Oleg N.
    MENDELEEV COMMUNICATIONS, 2015, 25 (05) : 332 - 333
12345