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Synthesis 2008(20): 3326-3330
DOI: 10.1055/s-0028-1083143
DOI: 10.1055/s-0028-1083143
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
A General Procedure to Access Methylene Ether Isonitrile Derivatives
Further Information
Received
29 April 2008
Publication Date:
25 September 2008 (online)
Publication History
Publication Date:
25 September 2008 (online)
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Abstract
Isonitriles are essential building blocks for multicomponent reactions. A convenient and simple two-step synthesis of the little known methylene ether isonitrile derivatives is presented.
Key words
formamide - dehydration - isonitrile/isocyanide - multicomponent reactions
- See, for example:
-
1a
Zhu J. Eur. J. Org. Chem. 2003, 1133 -
1b
Dömling A.Ugi I. Angew. Chem. Int. Ed. 2000, 39: 3168 -
1c
Hulme C.Nixey T. Curr. Opin. Drug Discovery Dev. 2003, 6: 921 -
1d
Tempest PA. Curr. Opin. Drug Discovery Dev. 2005, 8: 776 - See, for example:
-
2a
Ranganathan S.Singh WP. Tetrahedron Lett. 1988, 29: 1435 -
2b
van Leusen AM.Wildeman J.Moskal J.van Hemert AW. Recl. Trav. Chim. Pays-Bas 1985, 104: 177 -
2c
Saikachi H.Sasaki H.Kitagawa T. Chem. Pharm. Bull. 1983, 31: 723 -
2d
van Leusen AM.Schut J. Tetrahedron Lett. 1976, 285 -
2e
Schöllkopf U.Gerhart F.Hoppe I.Harms R.Hantke K.Scheunemann KD.Eilers E.Blume E. Liebigs Ann. Chem. 1976, 183 -
2f
van Leusen AM.van Gennep HE. Tetrahedron Lett. 1973, 14: 627 -
2g
Schöllkopf U.Blume E. Tetrahedron Lett. 1973, 14: 629 -
2h
Mąkosza M.Kinowski A.Ostrowski S. Synthesis 1993, 1215 - See, for example:
-
3a
Hao G.Zang J.Liu B. J. Labelled Compd. Radiopharm. 2007, 50: 13 -
3b
Bergstein PL, andSubramanyam V. inventors; European Patent EP 0233368. ; Chem. Abstr. 1988, 108, 164179 -
3c
Nishiyama T.Isobe M.Ichikawa Y. Angew. Chem. Int. Ed. 2005, 44: 4372 -
3d
Boullanger P.Marmet D.Descotes G. Tetrahedron 1979, 35: 163 -
3e
Prosperi D.Ronchi S.Lay L.Rencurosi A.Russo G. Eur. J. Org. Chem. 2004, 395 - 4
Yoshida J.Itoh M.Morita Y.Isoe S. J. Chem. Soc., Chem. Commun. 1994, 549 - 5
Sasaki H. Chem. Pharm. Bull. 1997, 45: 1369 - 6
Gate NE.Threadgill MD.Stevens MFG.Chubb D.Vickers LM.Langdon SP.Hickman JA.Gescher A. J. Med. Chem. 1986, 29: 1046 - 7
Suginome M.Ito Y. In Science of Synthesis Vol. 19:Murahashi S.-I. Thieme; Stuttgart: 2004. p.445 - See, for example:
-
8a
Morishima I.Mizuno A.Yonezawa T. J. Chem. Soc., Chem. Commun. 1970, 1321 -
8b
Stephany RW.de Bie MJA.Drenth W. Org. Magn. Reson. 1974, 6: 45 -
8c
Pretsch E. Tables of Spectral Data for Structure Determination of Organic Compounds Springer-Verlag; Berlin: 1983.