A Convenient and Easy Synthesis of γ-Nitro-α-Acetamido Esters

Roberto Ballini; Cesarino Balsamini; Giuseppe Diamantini; Nicoletta Savoretti

doi:10.1055/s-2005-861873

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Synthesis 2005(7): 1055-1057
DOI: 10.1055/s-2005-861873

SHORTPAPER

A Convenient and Easy Synthesis of γ-Nitro-α-Acetamido Esters

Roberto Ballini*^a, Cesarino Balsamini^b, Giuseppe Diamantini^b, Nicoletta Savoretti^b
^a Dipartimento di Scienze Chimiche dell’Università, Via S.Agostino 1, 62032 Camerino (MC), Italy
Fax: +39(0737)402297; e-Mail: roberto.ballini@unicam.it;
^b Istituto di Chimica Farmaceutica-Università degli Studi di Urbino ‘Carlo Bo’, Piazza Rinascimento 6, 61029 Urbino (PU), Italy

Further Information

Publication History

Received 18 November 2004
Publication Date:
17 March 2005 (online)

Abstract
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Abstract

A microwave-assisted synthesis of γ-nitro acetamido esters, under mild conditions and without solvent, is described. The desired products were obtained via Michael additions from the commercial methyl acetamidoacrylate and nitroalkanes.

Key words

microwave-assisted synthesis - α-amino acids - acetamidoacrylate - nitroalkane - Michael addition

References

1 Adamczyk M. Johnson DD. Reddy RE. Tetrahedron: Asymmetry 2000, 11: 3063

Crossref Google Scholar
2 Büchi G. Botkin JH. Lee GCM. Yakushijin K. J. Am. Chem. Soc. 1985, 107: 5555

Crossref Google Scholar
3 Rowley M. Leeson PD. Williams BJ. Moore KW. Baker R. Tetrahedron 1992, 48: 3557

Crossref Google Scholar
4 Rosini G. Ballini R. Synthesis 1988, 833

Article in Thieme Connect Google Scholar
5 Rosini G. Ballini R. Petrini M. Marotta E. Righi P. Org. Prep. Proced. Int. 1990, 22: 707

Crossref Google Scholar
6 Ballini R. Studies in Natural Products Chemistry Vol. 19: . Elsevier; Amsterdam: 1997. p.117-184

Google Scholar
7 Ballini R. Synlett 1999, 1009

Article in Thieme Connect Google Scholar
8 Ono N. The Nitro Group in Organic Synthesis John Wiley; New York: 2001.

Google Scholar
9 Calderari G. Seebach D. Helv. Chim. Acta 1985, 68: 1592

Crossref Google Scholar
10 Crossley MJ. Fung YM. Kyriakopoulos E. Potter JJ. J. Chem. Soc., Perkin Trans. 1 1998, 1123

Crossref Google Scholar
11 Wieland T. Ohnacker G. Ziegler W. Chem. Ber. 1957, 90: 194

Crossref Google Scholar
12 Crossley MJ. Fung YM. Potter JJ. Stamford AW. J. Chem. Soc., Perkin Trans. 1 1998, 1113

Crossref Google Scholar
13 Ballini R. Balsamini C. Bartoccini F. Gianotti M. Martinelli C. Savoretti N. Synthesis 2005, 296

Article in Thieme Connect Google Scholar
14a Balsamini C. Duranti E. Mariani L. Salvatori A. Spadoni G. Synthesis 1990, 779

Crossref Google Scholar
14b Jayakanthan K. Madhusudanan KP. Vankar YD. Tetrahedron 2004, 60: 397

Crossref Google Scholar
15 Ballini R. Bosica G. J. Chem. Res., Synop. 1993, 435

Google Scholar