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Synthesis 2005(5): 787-790
DOI: 10.1055/s-2005-861826
DOI: 10.1055/s-2005-861826
PAPER
© Georg Thieme Verlag Stuttgart · New York
ZnO/CH3COCl: A New and Highly Efficient Catalyst for Dehydration of Aldoximes into Nitriles Under Solvent-Free Condition
Further Information
Received
27 September 2004
Publication Date:
14 February 2005 (online)
Publication History
Publication Date:
14 February 2005 (online)
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Abstract
A rapid and efficient synthesis of nitriles via dehydration from the corresponding aldoximes has been carried out in the presence of ZnO/CH3COCl as catalyst under solvent free conditions in 83-95% yields. The zinc oxide (ZnO) powder can be re-used upto three times after simple washing with CH2Cl2.
Keyword
zinc oxide - acetyl chloride - dehydration - aldoximes - nitriles
- 1
March J. In Advanced Organic Chemistry: Reactions, Mechanism, and Structure 4th ed.: John Wiley & Sons, Inc.; New York: 1992. p.907 - 2
Larock RG. Comprehensive Organic Transformation, A Guide to Functional Groups VCH Publisher, Inc; New York: 1989. - 3
Bandgar BP.Nikat SM.Wadganoker PP. Synth. Commun. 1995, 25: 863 - 4
Meshram HM. Synthesis 1992, 943 - 5
Grundmann C. Methoden der Organischen Chemie, Houben-Weyl Vol. E5: Thieme; Stuttgart: 1985. p.1322 - 6
Hegarty A.Tuohey PJ. J. Chem. Soc., Perkin Trans. 2 1980, 1313 - 7
Cho BR.Je T. J. Org. Chem. 1993, 58: 6190 - 8
Miller CP.Kaufman DH. Synlett 2000, 1169 - 9
Kim JN.Chung KH.Ryu EK. Synth. Commun. 1990, 20: 2785 - 10
Thomas HG.Greyn HD. Synthesis 1983, 472 - 11
Konwar D.Boruah RC.Sandhu JS. Tetrahedron Lett. 1990, 31: 1063 - 12
Jurisic B. Synth. Commun. 1989, 19: 689 - 13
Kim S.Yi KY. Tetrahedron Lett. 1986, 27: 1925 - 14
Barman DC.Thakut AJ.Prajaptai D.Sandhu JS. Chem. Lett. 2000, 10: 1196 - 15
Iranpoor N.Zeynizadeh B. Synth. Commun. 1999, 29: 2747 - 16
Yang SH.Chang S. Org. Lett. 2001, 3: 4209 - 17
Dewan SK.Singh R. Synth. Commun. 2003, 3085 - 18
Lee K.Han SB.Yoo EM.Chung SR.Oh H.Hong S. Synth. Commun. 2004, 34: 1775 - 19
Maeyama K.Kobayashi M.Kato H.Yonezawa N. Synth. Commun. 2002, 32: 2519 - 20
Pagni RM.Kobalka GW.Boothe R.Gaetano K.Stewart LJ.Conawaya R. J. Org. Chem. 1998, 53: 4477 - 21
Sharghi H.Hosseini Sarvari M. Synthesis 2002, 1057 - 22
Hosseini Sarvari M.Sharghi H. J. Org. Chem. 2004, 69: 6953 -
23a
Sharghi H.Hosseini Sarvari M. Synlett 2001, 99 -
23b
Sharghi H.Hosseini Sarvari M. Tetrahedron 2002, 58: 10323 -
23c
Sharghi H.Hosseini Sarvari M. J. Chem. Res., Synop. 2001, 446 -
23d
Sharghi H.Hosseini Sarvari M. Synthesis 2003, 243 -
24a
Sampath Kumar HM.Mohanty PK.Suresh Kumar M.Yadav JS. Synth. Commun. 1997, 27: 1327 -
24b
Sampath Kumar HM.Subba Reddy BV.Tirupathi Reddy P.Yadav JS. Synthesis 1999, 586 - 25
Ortiz-Marciales M.Pinero L.Ufret L.Algarin W.Morales J. Synth. Commun. 1998, 28: 2807 - 26
Sabitha G.Syamala M. Synth. Commun. 1998, 28: 4577 - 27
Ali SL.Nikalje MD.Dewkar GK.Paraskar AS.Nikalje MD.Sudalai A. J. Chem. Res., Synop. 2000, 30
References
CRC, Handbook of Tables for Organic Compound Identification, 3rd & 54th ed.