Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 44, 2014 - Issue 9
389
Views
9
CrossRef citations to date
0
Altmetric
Original Articles

Synthesis of Entacapone by Pd-Catalyzed Heck Coupling Reaction

&
Pages 1274-1278 | Received 27 Aug 2013, Published online: 28 Mar 2014

REFERENCES

  • Mannisto , P. T. ; Kaakkolo , S. Rationale for selective COMT inhibitors as adjuncts in the drug treatment of Parkin's disease . Pharmacol. Toxicol. 1990 , 66 , 317 – 323 .
  • Venkateswaralu , J. ; Veera Reddy , A. ; Rajendiran , C. ; Qadeeruddin , S. Methods for the preparation of entacapone. WO Patent 63,693, 2005 ; Chem. Abstr. 2005 , 143 , 115355h .
  • Cziaky , Z. Process for the preparation of (E)-N,N-diethyl-2-cyano-3(3,4-dihydroxy-5-nitrophenyl)-acryl amide in stable polymorphic form and intermediates of the process. WO Patent 2006064296, 2006 ; Chem. Abstr. 2006 , 145 , 83129K .
  • Sanmarti , B. ; Rocabert , S. ; Nicolau , P. ; Ponce , M. ; Process for the preparation of entacapone and intermediates thereof. WO Patent 2008119793, 2008 ; Chem Abstr. 2008 , 149 , 425635t .
  • Srikanth , G. ; Uttam Kumar , R. ; Srinivas Rao , D. V. N. ; Badrinadh Gupta , P. ; Lavanya , P. ; Aminul , I. Efficient approach to pure entacapone and related compounds . Synth. Comm. 2012 , 42 , 1359 – 1366 .
  • Takashima , Y. ; Kobayashi , Y. Synthesis of (s)-imperanene by using allylic substitution . J. Org. Chem. 2009 , 74 ( 16 ), 5920 – 5926 .
  • Dieck , H. A. ; Heck , R. F. Palladium-catalyzed conjugated diene synthesis from vinylic halides and olefinic compounds. J. Org. Chem. 1975, 40, 1083–1090.
  • Alonso , F. ; Beletskaya , I. P. ; Yus , M. Non-conventional methodologies for transition-metal-catalysed carbon–carbon coupling: A critical review, part 1: The Heck reaction . Tetrahedron. 2005 , 61 , 11771 – 11835 .
  • Oestrich , M. The Mizoroki–Heck reaction ; Wiley : New York , 2009 .
  • Bhatt , S. ; Nayak , S. K. Copper(II) Bromide: A simple and selective monobromination reagent for electron-rich aromatic compounds . Synth. Comm. 2007 , 37 , 1381 – 1388 .
  • Ford , R. E. ; Knowles , P. ; Lunt , E. ; Marshall , S. M. ; Penrose , A. J. ; Ramsden , C. A. ; Summers , A. J. H. ; Walker , J. L. ; Wright , D. E. Synthesis and quantitative structure activity relationships of antiallergic 2-hydroxy-N-(1H-tetrazol-5-yl)benzamides and N-(2-hydroxyphenyl)-1H-tetrazole-5-carboxamides . J. Med. Chem. 1986 , 29 ( 4 ), 538 – 549 .
  • Gras , J. L. Methylene ketones and aldehydes by simple, direct methylene transfer:2-methylne-1-oxo-1,2,3,4-tetrahydronaphthalene . Org. Synth. Coll. 1990 , 7 , 332 – 334 .
  • Rajendiran , C. ; Indrasena Reddy , K. ; Veera Reddy , A. ; Venkateswaralu , J. An improved process for the preparation of entacapone. WO Patent 94,007, 2007 .

Reprints and Corporate Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

To request a reprint or corporate permissions for this article, please click on the relevant link below:

Academic Permissions

Please note: Selecting permissions does not provide access to the full text of the article, please see our help page How do I view content?

Obtain permissions instantly via Rightslink by clicking on the button below:

If you are unable to obtain permissions via Rightslink, please complete and submit this Permissions form. For more information, please visit our Permissions help page.