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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 44, 2014 - Issue 13
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Original Articles

Hydroarylation of Styrenes with Electron-Rich Arenes Over Acidic Ion-Exchange Resins

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Pages 1893-1903 | Received 12 Sep 2013, Published online: 29 May 2014

REFERENCES

  • Kischel , J. ; Jovel , I. ; Mertins , K. ; Zapf , A. ; Beller , M. A convenient FeCl3-catalyzed hydroarylation of styrenes . Org. Lett. 2005 , 8 , 19 – 22 .
  • Rueping , M. ; Nachtsheim , B. J. ; Scheidt , T. Efficient metal-catalyzed hydroarylation of styrenes . Org. Lett. 2006 , 8 , 3717 – 3719 .
  • Sun , H.-B. ; Li , B. ; Hua , R. ; Yin , Y. An efficient and selective hydroarylation of styrenes with electron-rich arenes, catalyzed by bismuth(III) chloride and affording markovnikov adducts . Eur. J. Org. Chem. 2006 , 2006 , 4231 – 4236 .
  • Buu-HoÏ , N. P. ; Bihan , H. L. ; Binon , F. Condensation of phenols and naphthols with styrene . J. Org. Chem. 1952 , 17 , 243 – 248 .
  • Chu , C.-M. ; Huang , W.-J. ; Liu , J.-T. ; Yao , C.-F. Highly efficient iodine-catalyzed hydroarylation of arenes with styrenes . Tetrahedron Lett. 2007 , 48 , 6881 – 6885 .
  • Patil , R. ; Joshi , G. ; Adimurthy , S. KHSO4: A highly efficient and reusable heterogeneous catalyst for hydroarylation of styrenes . Monatsh. Chem. 2010 , 141 , 1093 – 1099 .
  • Varghese , S. ; Nagarajan , S. ; et al. . Three-dimensional nanoporous FeAl-KIT-5 with a cage-type pore structure: A highly efficient and stable catalyst for hydroarylation of styrene and arylacetylenes . Tetrahedron Lett. 2012 , 53 , 1485 – 1489 .
  • Mohan , D. C. ; Patil , R. D. ; Adimurthy , S. H-β-Zeolite-catalyzed hydroarylation of styrenes . Eur. J. Org. Chem. 2012 , 2012 , 3520 – 3525 .
  • Qureshi , Z. S. ; Deshmukh , K. M. ; Dhake , K. P. ; Bhanage , B. M. Bronsted acidic ionic liquid: A simple, efficient, and recyclable catalyst for regioselective alkylation of phenols and anti-Markovnikov addition of thiols to alkenes . RSC Adv. 2011 , 1 , 1106 – 1112 .
  • Haldar , S. ; Koner , S. Iron-containing mesoporous aluminosilicate: A highly active and reusable heterogeneous catalyst for hydroarylation of styrenes . J. Org. Chem. 2010 , 75 , 6005 – 6008 .
  • Reddy , M. K. ; Babu , S. N. ; Prasad , P. S. ; Lingaiah , N. Aluminium-exchanged tungstophosphoric acid: An efficient catalyst for intermolecular hydroarylation of vinyl arenes . Catal. Commun. 2008 , 9 , 2525 – 2531 .
  • Yamamoto , Y. ; Itonaga , K. Versatile Friedel–Crafts-type alkylation of benzene derivatives using a molybdenum complex/ortho-chloranil catalytic system . Chem.—Eur. J. 2008 , 14 , 10705 – 10715 .
  • Shimizu , I. ; Khien , K. M. ; Nagatomo , M. ; Nakajima , T. ; Yamamoto , A. Molybdenum-catalyzed aromatic substitution with olefins and alcohols. Chem. Lett. 1997, 26, 851–852.
  • Prades , A. ; Corberán , R. ; Poyatos , M. ; Peris , E. A simple catalyst for the efficient benzylation of arenes by using alcohols, ethers, styrenes, aldehydes, or ketones . Chem.—Eur. J. 2009 , 15 , 4610 – 4613 .
  • Iwai , Y. ; Gligorich , K. M. ; Sigman , M. S. Aerobic alcohol oxidation coupled to palladium-catalyzed alkene hydroarylation with boronic esters . Angew. Chem. Int. Ed. 2008 , 47 , 3219 – 3222 .
  • Das , B. ; Krishnaiah , M. ; Laxminarayana , K. ; Damodar , K. ; Kumar , D. N. Simple and efficient metal-free hydroarylation and hydroalkylation using strongly acidic ion-exchange resin . Chem. Lett. 2009 , 38 , 42 – 43 .
  • Rueping , M. ; Bootwicha , T. ; Sugiono , E. Efficient and general continuous-flow hydroarylation and hydroalkylation of styrenes . Adv. Synth. Catal. 2010 , 352 , 2961 – 2965 .
  • Vielhaber , G. ; Schmaus , G. ; Jacobs , K. ; Franke , H. ; Lange , S. ; Herrmann , M. ; Joppe , H. ; Koch , O. 4-(1-Phenylethyl)1,3-benzenediol: A new, highly efficient lightening agent . Inter. J. Cos. Sci. 2007 , 29 , 65 – 66 .
  • Color versions of one or more of the figures in the article can be found online at www.tandfonline.com/lsyc.

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