Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 39, 2009 - Issue 17
226
Views
5
CrossRef citations to date
0
Altmetric
Original Articles

Malononitrile-Catalyzed and Highly Selective Method for the Synthesis of 2-((E)-1,3-Diarylallylidene)malononitriles in Ionic Liquid

, , &
Pages 3045-3059 | Received 01 Oct 2008, Published online: 03 Aug 2009

REFERENCES

  • Welton , T. Room-temperature ionic liquids: Solvents for synthesis and catalysis . Chem. Rev. 1999 , 99 , 2071 – 2084 .
  • Dupont , J. ; de Souza , R. F. ; Suarez , P. A. Z. Ionic liquid (molten salt) phase organometallic catalysis . Chem. Rev. 2002 , 102 , 3667 – 3692 .
  • Carmichael , A. J. ; Earle , M. J. ; Holbrey , J. D. ; McCormac , P. B. ; Seddon , K. R. The Heck reaction in ionic liquids: A multiphasic catalyst system . Org. Lett. 1999 , 1 , 997 – 1000 .
  • Shen , Z. L. ; Ji , S. J. ; Loh , T. P. Ionic liquid [omim][PF6] as an efficient and recyclable reaction media for the cyanosilylation of aldehydes without Lewis acid or any special activation . Tetrahedron Lett. 2005 , 46 , 3137 – 3139 .
  • Ren , R. X. ; Wu , J. X. Mild conversion of alcohols to alkyl halides using halide-based ionic liquids at room temperature . Org. Lett. 2001 , 3 , 3727 – 3728 .
  • Chen , S. L. ; Ji , S. J. ; Loh , T. P. Mukaiyama aldol reaction using ketene silyl acetals with carbonyl compounds in ionic liquids . Tetrahedron Lett. 2004 , 45 , 375 – 377 .
  • Tao , X. L. ; Lei , M. ; Wang , Y. G. Ionic liquid supported synthesis of β-lactam library in ionic liquid batch . Tetrahedron Lett. 2007 , 48 , 5143 – 5146 .
  • Ji , S.-J. ; Zhou , M.-F. ; Gu , D.-G. ; Wang , S.-Y. ; Loh , T.-P. Efficient synthesis of pis(indolyl)methanes catalyzed by Lewis acids in ionic liquids . Synlett. 2003 , ( 13 ), 2077 – 2080 .
  • Yang , D.-H. ; Chen , Z.-C. ; Chen , S.-Y. ; Zheng , Q.-G. Organic reactions in ionic liquids: ionic Liquid–accelerated three-component reaction: A rapid one-pot synthesis of 3-alkyl-5-[(Z)-arylmethylidene]-1,3-thiazolidine-2,4-diones . Synthesis 2003 , ( 12 ), 1891 – 1895 .
  • Wang , X. S. ; Zhang , M. M. ; Jiang , H. ; Shi , D. Q. ; Tu , S. J. ; Wei , X. Y. ; Zong , Z. M. An improved and benign synthesis of 9,10-diarylacridine-1,8-dione and indenoquinoline derivatives from 3-anilino-5,5-dimethylcyclohex-2-enones, benzaldehydes, and 1,3-dicarbonyl compounds in an ionic liquid medium . Synthesis 2006 , 4187 – 4199 .
  • Wang , X. S. ; Zhang , M. M. ; Jiang , H. ; Yao , C. S. ; Tu , S. J. Three-component green synthesis of N-arylquinoline derivatives in ionic liquid [Bmim+][ ]: Reactions of arylaldehyde, 3-arylamino-5,5-dimethylcyclohex-2-enone, and active methylene compounds . Tetrahedron 2007 , 63 , 4439 – 4449 .
  • Wang , X. S. ; Zhang , M. M. ; Jiang , H. ; Yao , C. S. ; Tu , S. J. An improved and clean procedure for the synthesis of one-donor polyacceptors systems containing 2,6-dicyanoamine moiety in aqueous media catalyzed by TEBAC in the presence and absence of K2CO3 . Tetrahedron 2007 , 63 , 5265 – 5273 .
  • Galil , F. M. A. ; Elnagdi , M. H. α,β-Unsaturated nitriles in organic synthesis: A novel synthesis of biaryls and azabiaryls . Liebigs Ann. Chem. 1987 , 477 – 480 .
  • El-Taweel , F. M. Nitriles in organic synthesis: Synthesis of aromatic amines, aminopyridines, pyrido[2,3-b]pyridine and pyrido[2,3-d]pyrimidine derivatives . J. Prakt. Chem. 1990 , 332 , 762 – 766 .
  • Shestopalov , A. M. ; Litvinov , V. P. ; Sharanin , Y. A. ; Khoroshilov , G. E. Regio- and stereoselectivity of reactions of azinium ylides with 1,3-butadienes . Dokl. Akad. Nauk SSSR Ser. Khim. 1990 , 312 , 1156 – 1160 .
  • Tu , S. J. ; Shi , D. Q. ; Zhou , L. H. ; Dai , G. Y. Michael addition reaction talyzed by potassium fluoride/alumina . Huaxue Shiji 1999 , 21 , 121 – 123 , Chem. Abstr. 1999 , 130 , 311591 .
  • Yao , C. S. ; Gao , C. M. ; Liu , H. Y. ; Yu , C. X. The Michael reaction of chalcone and malononitrile without catalyst . J. Xuzhou Normal Univ. (Nat. Sci. Ed.) 2005 , 23 , 51 – 52 , Chem. Abstr. 2006 , 144 , 323778 .

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.