Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 41, 2011 - Issue 19
223
Views
5
CrossRef citations to date
0
Altmetric
Original Articles

Synthesis of Substituted Tetrahydrochromenes by the Reactions of α,β-Unsaturated Cyanoesters with Dimedone/1,3-Cyclohexanedione

, , , , &
Pages 2822-2827 | Received 06 Apr 2010, Published online: 29 Jun 2011

REFERENCES

  • Miao , H. ; Yang , Z. Regiospecific carbonylative annulation of iodophenol acetates and acetylenes to construct the flavones by a new catalyst of palladium−thiourea−dppp complex . Org. Lett. , 2000 , 2 , 1765 .
  • Kumer , P. ; Bodas , M. S. A novel Synthesis of 4H-chromen-4-ones via intramolecular wittig reaction . Org. Lett. , 2000 , 2 , 3821 .
  • Yu , N. ; Aramini , J. M. ; Germann , M. W. ; Huang , Z. Reactions of salicylaldehydes with alkyl cyanoacetates on the surface of solid catalysts: Syntheses of 4H-chromene derivatives. Tetrahedron Lett. , 2000, 41, 6993.
  • Bonsignore , L. ; Loy , G. ; Secci , D. ; Calignano , A. Synthesis and pharmacological activity of 2-oxo-(2H) 1-benzopyran-3-carboxamide derivatives . Eur. J. Med. Chem. 1993 , 28 , 517 .
  • Abdelrazek , F. M. ; Metz , P. ; Farrag , E. K. Synthesis and molluscicidal activity of 5-oxo-5,6,7,8-tetrahydro-4H-chromene derivatives . Arch. Pharm. Pharm. Med. Chem. 2004 , 337 , 482 – 485 .
  • Hatakeyama , S. ; Ochi , N. ; Numata , H. ; Takano , S. A new route to substituted 3-methoxycarbonyldihydropyrans: Enantioselective synthesis of (–)-methyl elenolate . J. Chem. Soc., Chem. Commun. 1988 , 52 , 1202 .
  • Armesto , D. ; Horspool , W. M.; Martin, N. ; Ramos , A. ; Seoane , C. Synthesis of cyclobutenes by the novel photochemical ring contraction of 4-substituted 2-amino-3,5-dicyano-6-phenyl-4H-pyrans . J. Org. Chem. 1989 , 54 ( 13 ), 3069 – 3072 .
  • Singh , K. ; Singh , J. ; Singh , H. A synthetic entry into fused pyran derivatives through carbon transfer reactions of 1,3-oxazinanes and oxazolidines with carbon nucleophiles . Tetrahedron , 1996 , 52 , 14273 .
  • Tu , S. T. ; Gao , Y. ; Guo , C. ; Shi , D. ; Lu , Z. A convenient synthesis of 2-amino-5,6,7,8-tetrahydro-5-oxo-4-aryl-7,7-dimethyl-4H-benzo-[b]-pyran-3-carbonitrile under microwave irradiation . Synth. Commun. 2002 , 32 , 2137 .
  • Wang , X. Z. ; Shi , D. Q. ; Tu , S. T. ; Yao , C. S. A convenient synthesis of 5-oxo-5,6,7,8-tetrahydro-4H-benzo-[b]-pyran derivatives catalyzed by KF-alumina . Synth. Commun. 2003 , 33 , 119 .
  • Devi , I. ; Bhuyan , P. J. Sodium bromide–catalysed one-pot synthesis of tetrahydrobenzo[b]pyrans via a three-component cyclocondensation under microwave irradiation and solvent-free conditions . Tetrahedron Lett. 2004 , 45 , 8625 .
  • Jiang , Z.-Q. ; Ji , S.-J. ; Lu , J. ; Yang , J.-M. A mild and efficient synthesis of 5-oxo-5,6,7,8-tetrahydro-4H-benzo-[b]-pyran derivatives in room temperature ionic liquids . Chin. J. Chem. 2005 , 23 , 1085 .
  • Balalaie , S. ; Bararjanian , M. ; Amani , A. M. ; Movassagh , B. (S)-Proline as a neutral and efficient catalyst for the one-pot synthesis of tetrahydrobenzo[b]pyran derivatives in aqueous media . Synlett. 2006 , 263 – 266 .
  • Gheath , A. H. ; Al-Orffi , N. M. New method of 2-amino-4H-chromene synthesis . J. Sci. Appl. 2008 , 2 ( 1 ), 60 – 68 .
  • Jensen , A. A. ; Erichsen , M. N. ; Neilsen , C. W. ; Stenbol , T. B. ; Kehler , J. ; Bunch , L. Discovery of the first selective inhibitor of excitatory amino acid transporter subtype 1 . J. Med. Chem. 2009 , 52 ( 4 ), 912 – 915 .
  • Zhan , M. ; Zhang , A.-Q. ; Deng , Z.-H. Two mild methods for synthesis of α,β-unsaturated cyanoesters . J. Chem. Res. 2005 , 69 – 70 .

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.