Literature DB >> 18683978

Efficient synthesis of fluoren-9-ones by the palladium-catalyzed annulation of arynes by 2-haloarenecarboxaldehydes.

Jesse P Waldo1, Xiaoxia Zhang, Feng Shi, Richard C Larock.   

Abstract

Fluoren-9-ones and derivatives are readily prepared in good yields by the annulation of in situ generated arynes by 2-haloarenecarboxaldehydes in the presence of a palladium catalyst.

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Year:  2008        PMID： 18683978      PMCID： PMC3775716          DOI： 10.1021/jo8009215

Source DB:  PubMed          Journal:  J Org Chem        ISSN： 0022-3263            Impact factor:   4.354


  25 in total

1.  Dicationic 2-fluorenonylcarbapenems: potent anti-MRS agents with improved solubility and pharmacokinetic properties.

Authors:  M L Greenlee; J B Laub; G P Rouen; F DiNinno; M L Hammond; J L Huber; J G Sundelof; G G Hammond
Journal:  Bioorg Med Chem Lett       Date:  1999-11-15       Impact factor: 2.823

2.  Catalytic carbonylation reactions of benzyne derivatives.

Authors:  N Chatani; A Kamitani; M Oshita; Y Fukumoto; S Murai
Journal:  J Am Chem Soc       Date:  2001-12-19       Impact factor: 15.419

3.  Synthesis of fused polycyclic aromatics by palladium-catalyzed annulation of arynes using 2-halobiaryls.

Authors:  Zhijian Liu; Xiaoxia Zhang; Richard C Larock
Journal:  J Am Chem Soc       Date:  2005-11-16       Impact factor: 15.419

4.  Rapid homogeneous-phase Sonogashira coupling reactions using controlled microwave heating.

Authors:  M Erdélyi; A Gogoll
Journal:  J Org Chem       Date:  2001-06-15       Impact factor: 4.354

5.  3-(3'-fluorenyl-9'-oxo)-L-alanine: a novel photoreactive conformationally constrained amino acid.

Authors:  Y Han; A Bisello; C Nakamoto; M Rosenblatt; M Chorev
Journal:  J Pept Res       Date:  2000-03

6.  Kinamycin Biosynthesis. Synthesis, Isolation, and Incorporation of Stealthin C, an Aminobenzo[b]fluorene.

Authors:  Steven J. Gould; Chris R. Melville; Martha C. Cone; Jiong Chen; John R. Carney
Journal:  J Org Chem       Date:  1997-01-24       Impact factor: 4.354

7.  Selective palladium-catalyzed cocyclotrimerization of arynes with dimethyl acetylenedicarboxylate: A versatile method for the synthesis of polycyclic aromatic hydrocarbons

Authors: 
Journal:  J Org Chem       Date:  2000-10-20       Impact factor: 4.354

8.  Nickel-catalyzed highly chemoselective cocyclotrimerization of arynes with allenes: a novel method for 10-methylene-9,10-dihydrophenanthrenes.

Authors:  Jen-Chieh Hsieh; Dinesh Kumar Rayabarapu; Chien-Hong Cheng
Journal:  Chem Commun (Camb)       Date:  2004-02-04       Impact factor: 6.222

9.  Protective effects of antioxidants on micronuclei induced by irradiated 9-fluorenone/N,N-dimethyl-p-toluidine in CHO cells.

Authors:  Yi-Ching Li; Fu-Mei Huang; Shiuan-Shinn Lee; Ruey-Hseng Lin; Ming-Yung Chou; Yu-Chao Chang
Journal:  J Biomed Mater Res B Appl Biomater       Date:  2008-01       Impact factor: 3.368

10.  Synthesis of polycyclic aromatic iodides via ICl-induced intramolecular cyclization.

Authors:  Tuanli Yao; Marino A Campo; Richard C Larock
Journal:  Org Lett       Date:  2004-08-05       Impact factor: 6.005
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  5 in total

1.  Fluorenone synthesis by palladacycle-catalyzed sequential reactions of 2-bromobenzaldehydes with arylboronic acids.

Authors:  Tao-Ping Liu; Yuan-Xi Liao; Chun-Hui Xing; Qiao-Sheng Hu
Journal:  Org Lett       Date:  2011-04-11       Impact factor: 6.005

2.  Palladium-catalyzed annulation of arynes by o-halobenzamides: synthesis of phenanthridinones.

Authors:  Chun Lu; Anton V Dubrovskiy; Richard C Larock
Journal:  J Org Chem       Date:  2012-09-26       Impact factor: 4.354

3.  Rapid synthesis of the indole-indolone scaffold via [3+2] annulation of arynes by methyl indole-2-carboxylates.

Authors:  Donald C Rogness; Richard C Larock
Journal:  Tetrahedron Lett       Date:  2009-07-15       Impact factor: 2.415

4.  Synthesis of 9-fluorenylidenes and 9,10-phenanthrenes through palladium-catalyzed aryne annulation by o-halostyrenes and o-halo allylic benzenes.

Authors:  Shilpa A Worlikar; Richard C Larock
Journal:  J Org Chem       Date:  2009-12-04       Impact factor: 4.354

5.  Iodine-mediated synthesis of benzo[a]fluorenones from yne-enones.

Authors:  Sikkandarkani Akbar; V John Tamilarasan; Kannupal Srinivasan
Journal:  RSC Adv       Date:  2019-07-30       Impact factor: 3.361
  5 in total

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