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Synthesis 2003(13): 1968-1970
DOI: 10.1055/s-2003-41448
DOI: 10.1055/s-2003-41448
SHORTPAPER
© Georg Thieme Verlag Stuttgart · New York
Deoximation of Oximes with 2-Iodylbenzoic Acid in Water in the Presence of β-Cyclodextrin [1]
Further Information
Received
30 May 2003
Publication Date:
10 September 2003 (online)
Publication History
Publication Date:
10 September 2003 (online)
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Abstract
Oximes of various aldehydes and ketones can be converted to the corresponding carbonyl compounds at room temperature in impressive yields with 2-iodylbenzoic acid in water in the presence of β-cyclodextrin.
Key words
oximes - 2-iodylbenzoic acid - β-cyclodextrin - water
IICT communication No. 021114.
-
2a
Greene TW.Wuts PGM. Protective Groups in Organic Synthesis Wiley; New York: 1991. 2nd ed.. p.175-223 -
2b
Sandler SR.Karo W. Organic Functional Group Preparation Academic Press; San Diego: 1989. p.430-481 -
2c
Shriner RL.Fuson RC.Curtin DY.Morrill TC. The Systematic Identification of Organic Compounds 6th ed.: Wiley; New York: 1980. - 3
Donaldson RE.Saddler JC.Byrn S.McKenzie AT.Fuchs PL. J. Org. Chem. 1983, 48: 2199 -
4a
Olah GA.Liao Q.Lee CS.Suryaprakash GK. Synlett 1993, 427 -
4b
Barton DHR.Lester DJ.Ley SV. J. Chem. Soc., Chem. Commun. 1977, 445 -
4c
Bandgar BP.Shaikh SI.Iyer S. Synth. Commun. 1996, 26: 1163 -
4d
Bose DS.Srinivas P. Synth. Commun. 1997, 27: 3835 -
5a
Corey EJ.Hopkins PB.Kim S.Yoo S.Nambiar KP.Falck JR. J. Am. Chem. Soc. 1979, 101: 7131 -
5b
Curran DP.Brill JF.Rakiewicz DM. J. Org. Chem. 1984, 49: 1654 -
5c
Drabowicz J. Synthesis 1980, 125 - 6
Laszlo P.Polla E. Synthesis 1985, 439 - 7
Aizpurua JM.Palomo C. Tetrahedron Lett. 1983, 24: 4367 - 8
Joseph R.Sudalai A.Ravindranathan T. Tetrahedron Lett. 1994, 35: 5493 - 9
Curini M.Rosati O.Pisani E. Synlett 1996, 333 - 10
Bandgar BP.Kunde LB.Thote JL. Synth. Commun. 1997, 27: 1149 - 11
Ayhan HD.Tanyeli EA. Tetrahedron Lett. 1997, 38: 7267 - 12
Varma RS.Meshram HM. Tetrahedron Lett. 1997, 38: 5427 - 13
Maloney JR.Lyle RE.Scavedra JE.Lyle GG. Synthesis 1978, 212 - 14
Bose SD.Srinivas P. Synlett 1998, 977 - 15
Rao CG.Radhakrishna AS.Singh BB.Bhatnagar SP. Synthesis 1983, 808 - 16
Aizpurua JM.Juaristi M.Lecea B.Palomo C. Tetrahedron 1985, 41: 2903 -
17a
Peter de Lijser HJ.Fardoun FH.Sawyer JR.Quant M. Org. Lett. 2002, 4: 2325 -
17b
Haley MF.Yates K. J. Org. Chem. 1987, 52: 1817 -
18a
Chidambaram N.Satyanarayana K.Chandrasekaran S. Synth. Commun. 1989, 19: 1727 -
18b
Olah GA.Welch J. J. Am. Chem. Soc. 1978, 100: 5396 -
18c
Bandgar BP.Lalita BK.Thote JL. Synth. Commun. 1997, 27: 1149 -
18d
Khurana JM.Ray A.Sahoo PK. Bull. Chem. Soc. Jpn. 1994, 67: 1091 -
19a
Surendra K.Krishnaveni NS.Reddy MA.Nageswar YVD.Rao KR. J. Org. Chem. 2003, 68: 2058 -
19b
Krishnaveni NS.Surendra K.Reddy MA.Nageswar YVD.Rao KR. J. Org. Chem. 2003, 68: 2018 -
19c
Reddy MA.Surendra K.Bhanumathi N.Rao KR. Tetrahedron 2002, 58: 6003 -
19d
Reddy MA.Bhanumathi N.Rao KR. Tetrahedron Lett. 2002, 43: 3237 -
19e
Reddy MA.Bhanumathi N.Rao KR. Chem. Commun. 2001, 1974 -
19f
Reddy MA.Reddy LR.Bhanumathi N.Rao KR. New J. Chem. 2001, 25: 359 -
20a
Varvoglis A. Hypervalent Iodine in Organic Synthesis Academic Press; London: 1997. -
20b
Wirth T.Hirt UH. Synthesis 1999, 1271 -
20c
Nicolaou KC.Baran PS.Kranich R.Zhong Yong-Li.Sugita K.Zou N. Angew. Chem. Int. Ed. 2001, 40: 202 -
20d
Nicolaou KC.Zhong Y.-Li.Baran PS.Sugita K. Angew. Chem. Int. Ed. 2001, 40: 2145 - 21
Frigerio M.Santagostini M.Sputore S. J. Org. Chem. 1999, 64: 4537 -
22a
Firouzabadi H.Jamalian A.Karimi B. Bull. Chem. Soc. Jpn. 2002, 75: 1761 -
22b
Shirini FM.Zolfigol A.Mallakpour B.Mallakpour SE.Hatipour AR.Baltork IM. Tetrahedron Lett. 2002, 43: 1555 -
22c
Firouzabadi H.Mohammadpoor-Baltork I. Synth. Commun. 1994, 24: 489 -
22d
Salchi P.Khodaei M.Goodarzi M. Synth. Commun. 2002, 32: 1259
References
IICT communication No. 021114.