Abstract
The oxidation of 1,4-dihydropyridines to pyridines with ammonium nitrate as an oxidant in the presence of acetic acid proceeds in excellent yield.
References
1.
Eisner U.
, and
Kuthan J.
, Chem. Rev. , 1972 , 72 , 1 .
2.
David M.
;
Stout A.
, and
Maeyers I.
, Chem. Rev. , 1982 , 82 , 223 .
3.
Nakamichi N.
;
Kawashita Y.
, and
Hayashi M.
, Org. Letter 2002 , 4 , 3955 .
4.
Mauzerall D.
, and
Westheimer F.H.
, J. Am. Chem. Soc. , 1955 , 77 , 2261 .
5.
Wehinger E.
, and
Meyer H.
, Benz Ger. Offen DE. 3.209.276, Chem. Abstr. , 1984 , 100 , 22580 .
6.
Wehinger E.
, and
Meyer H.
, Benz, Ger. Offen DE. 3.209.276, Chem. Abstr. , 1984 , 100 , 51454 .
7.
Ciba Ltd, Neth.Appl. 6.414.307; Chem. Abstr. , 1966 , 64 , 714 .
8.
Bologh M.
;
Hermecz I.
;
Kulcsar G.
;
Mészáros Z.
;
Virág S.
;
Szutz T.
, and
Sebestyén G.
, Belg. Patent. , 889, 340; Chem. Abstr. , 1982 , 96 , 85541 .
9.
Bocker R.H.
, and
Guengerich F.P.
, J. Med. Chem. , 1986 , 29 , 12 .
10.
Schramm M.
;
Thomas G.
;
Towart R.
, and
Franckowiak G.
, Nature , 1983 , 303 , 535 .
11.
Brown A.M.
;
Kunze D.H.
, and
Yatani A.
, Nature , 1984 , 311 , 570 .
12.
Chapman R.W.
;
Danko G.
, and
Siegel M.I.
, Pharmacology , 1984 , 29 , 282 .
13.
Meyer V.H.
;
Bossert F.
;
Vater W.
, and
Stoepel K.
, US. Patent , 1974 , 3 , 799 , 934.
14.
Kuno A.
;
Sugiyama Y.
;
Katsuta K.
,
Takenaka T.
, and
Murakami M.
, Chem. Pharm. Bull. , 1992 , 40 , 1452 .
15.
Grinsteins E.
;
Stankevics E.
, and
Duburs G.
, Khim. Geterotsikl. Soedin. , 1967 , 1118 ; Chem. Abstr. , 1967, 69 , 77095.
16.
Eynde J.–J.V.
;
D'Orazio R.
, and
Van Haverbeke Y.
, Tetrahedron , 1994 , 50 , 2479 .
17.
Pfister J.R.
, Synthesis , 1990 , 689 .
18.
Eynde J.-J.V.
;
Mayence A.
, and
Maquestiau A.
, Tetrahedron , 1992 , 48 , 463 .
19.
Mashraqui S.H.
, and
Karnik M.A.
, Synthesis , 1998 , 713 .
20.
Phanchgalle S.P.
;
Choudhary S.M.
;
Chavan S.P.
, and
Kalkote U.R.
, J. Chem. Res. , 2004 , 550 .
21.
Chavan S.P.
;
Dantale S.W.
;
Kalkote U.R.
;
Kharul R.K.
, and
Jyotirmai V.S.
, Synth. Commun. , 1998 , 28 , 2789 .
22.
Chavan S.P.
;
Kalkote U.R.
;
Shivakumar I.
, and
Kharul R.K.
, Synth. Commun. , 2003 , 33 , 1333 .
23.
Hantzsch A.
, Liebigs Ann. Chem. , 1882 , 1 , 215 .
24.
Delgado F.
;
Abvarez C.
;
Garcia O.
;
Perucia G.
, and
Marquez C.
, Synth. Commun. , 1991 , 21 , 2137 .
25.
Love B.
, and
Sander R.M.
, J. Org. Chem. , 1965 , 30 , 1914 .
26.
Engelman F.
, Ann. , 1885 , 231 , 37 .
27.
Anniyappan M.
;
Murlidharan D.
, and
Perumal P.T.
, Tetrahedron , 2002 , 58 , 5069 .
28.
Kamal A.
;
Ahmad M.
;
Mohd N.
, and
Hamid A.M.
, Bull. Chem. Soc. Jpn. , 1964 , 37 , 610 .
29.
Ko K.Y.
, and
Park J.Y.
, Bull. Korean Soc. , 1995 , 16 , 200 .
30.
Bocker R.H.
, and
Guengerich F.P.
, J. Med. Chem. , 1986 , 29 , 1596 .
