Abstract
Two syntheses of N-formylmaleamic acid and some related N-formylamides are described which take place under very mild conditions.
References
1.
Pinner A.
, Ber. , 1883 , 16 , 1643 .
2.
Wheeler H.L.
, Am. Chem. J. , 1896 , 18 , 695 .
3.
Einhorn A.
,
Bischkopff E.
,
Ladisch C.
,
Mauermayer T.
,
Schupp G.
,
Spröngerts E.
, and
Szelinski B.
, Ann. , 1905 , 343 , 207 .
4.
Thompson Q.E.
, J. Am. Chem. Soc. , 1951 , 73 , 5914 .
5.
Yanagi K.
,
Aso C.
, and
Akiyoshi S.
, J. Org. Chem. , 1959 , 24 , 428 .
6.
Finkbeiner H.
, J. Org. Chem. , 1965 , 30 , 2861 .
7.
Hoy D.J.
, and
Poziomek E.J.
, J. Org. Chem. , 1968 , 33 , 4050 .
8.
Allenstein E.
,
Beyl V.
, and
Eitel W.
, Chem. Ber. , 1969 , 102 , 4089 .
9.
Junek H.
,
Trathnigg B.
, and
Rauch-Puntigam H.
, Angew. Makro. Chem. , 1974 , 39 , 93 .
10.
Lin Y.
, and
Lang S.A.
, Synthesis , 1980 , 119 .
11.
Maruyama K.
,
Ishitoku T.
, and
Kubo Y.
, J. Org. Chem. , 1981 , 46 , 27 .
12.
Gramain J.C.
, and
Rémuson R.
, Synthesis , 1982 , 264 .
13.
Corriu R.J.P.
,
Lanneau G.F.
,
Perrot-Petta M.
, and
Mehta V.D.
, Tetrahedron Lett. , 1990 , 31 , 2585 .
14.
Kahns A.H.
, and
Bundgaard H.
, Int. J. Pharm. , 1991 , 71 , 31 .
15.
Klinge M.
,
Cheng H.
,
Zabriskie T.M.
, and
Vederas J.C.
, J. Chem. Soc. Chem. Comm. , 1994 , 1379 .
16.
Majo V.J.
,
Venugopal M.
,
Prince A.A.M.
, and
Perumal P.T.
, Synth. Commun. , 1995 , 25 , 3863 .
17.
Seiller B.
,
Heins D.
,
Bruneau C.
, and
Dixneuf P.H.
, Tetrahedron , 1995 , 51 , 10901 .
18.
Xu L.
,
Zhang S.
, and
Trudell M.L.
, Chem. Comm. , 2004 , 1668 .
19.
Huang W.
, and
Zhang L.
, J. Chem. Res. , 2006 , 738 .
20.
Behrman E.J.
, Arch. Microbiol. , 1976 , 110 , 87 .
21.
Hillenbrand E.L.
, MS Thesis, The Ohio State University, 1980 , OCLC # 7929812.
22.
Hillenbrand E.L.
,
Yahner A.C.
,
Cupler E.J.
,
El-Khoury S.
, and
Behrman E.J.
, 28th ACS Central Regional Meeting , 1996 , Abstract # 238.
23.
Vincent S.
,
Mioskowski C.
, and
Lebeau L.
, J. Org. Chem. , 1999 , 64 , 991 .
24.
Behrman E.
, and
Buchholz S.
, 35th ACS Central Regional Meeting , 2003 , Abstract # 329.
25.
Andreozzi R.
,
Caprio V.
,
D'Amore M.G.
, and
Insola A.
, Ozone Sci. Eng. , 1992 , 14 , 177 .
26.
Gauthier J.J.
, and
Rittenberg S.C.
, J. Biol. Chem. , 1971 , 246 , 3743 .
27.
Gledhill A.P.
,
McCall C.J.
, and
Threadgill M.D.
, J. Org. Chem. , 1986 , 51 , 3196 .
28.
Stenger V.A.
, and
Van Effen R.M.
, J. Chem. Eng. Data , 1999 , 44 , 173 .
29.
Horváth A.K.
, J. Phys. Chem. A , 2007 , 111 , 890 .
