Solvent-Free Synthesis of Tartramides Under Microwave Activation

F. Massicot; R. Plantier-Royon; C. Portella; D. Saleur; A. V. R. L. Sudha

doi:10.1055/s-2001-18724

PAPER

Solvent-Free Synthesis of Tartramides Under Microwave Activation

F. Massicot, R. Plantier-Royon*, C. Portella*, D. Saleur, A. V. R. L. Sudha
Laboratoire ”Réactions Sélectives et Applications", Associé au CNRS (UMR 6519), Université de Reims, Faculté des Sciences, B.P. 1039, 51689 Reims Cedex 2, France
Fax: +33(3)26913166; e-Mail: richard.plantier-royon@univ-reims.fr, charles.portella@univ-reims.fr;

Abstract

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Abstract

The preparation of aliphatic, aromatic or functionalized tartramides directly from tartaric acid and amines under microwave activation is described. The inexpensive, solvent free and fast reaction conditions are the important features of the procedure.

Key words

tartaric acid - amine - tartradiamides - microwave irradiation - solvent free conditions

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References

<A NAME="RZ10501SS-1A">1a</A> Dobashi Y. Hara S. J. Am. Chem. Soc. 1985, 107: 3406

<A NAME="RZ10501SS-1B">1b</A> Dobashi Y. Dobashi A. Hara S. Tetrahedron Lett. 1984, 25: 329

<A NAME="RZ10501SS-2">2</A> Monser LI. Greenway GM. Ewing DF. Tetrahedron: Asymmetry 1996, 7: 1189

<A NAME="RZ10501SS-3A">3a</A> Finn MG. Sharpless KB. In Asymmetric Synthesis Vol. 5: Morrison JD. Academic Press; Orlando, FL: 1985. Chap. 8.

<A NAME="RZ10501SS-3B">3b</A> Lu LD.-L. Johnson RA. Finn MG. Sharpless KB. J. Org. Chem. 1984, 49: 728

<A NAME="RZ10501SS-4A">4a</A> Kim K.-I. Lill-Elghanian DA. Hollingsworth RI. Bioorg. & Med. Chem. Lett. 1994, 4: 1691

<A NAME="RZ10501SS-4B">4b</A> Seebach D. Kalinowski HO. Langer W. Crass G. Wilka EM. Org. Synth. 1983, 61: 24

<A NAME="RZ10501SS-4C">4c</A> Seebach D. Kalinowski HO. Bastani B. Crass G. Daum H. Dörr H. DuPreez NP. Ehrig V. Langer W. Nüssler C. Oei H.-A. Schmidt M. Helv. Chim. Acta. 1977, 60: 301

<A NAME="RZ10501SS-5">5</A> Frankland PF. Slator A. J. Chem. Soc. 1903, 83: 1349

<A NAME="RZ10501SS-6A">6a</A> Flores V. Nguyen CK. Sindelar CA. Vasquez LD. Shachter AM. Tetrahedron Lett. 1996, 37: 8633

<A NAME="RZ10501SS-6B">6b</A> Langlois M. Quintard D. Abalain C. Eur. J. Med. Chem. 1994, 29 : 639

<A NAME="RZ10501SS-7A">7a</A> Deshayes S. Liagre M. Loupy A. Luche J.-L. Petit A. Tetrahedron 1999, 55: 10851

<A NAME="RZ10501SS-7B">7b</A> Langa F. de la Cruz P. de la Hoz A. Diaz-Ortiz A. Diez-Barra E. Contemp. Org. Synth. 1997, 373

<A NAME="RZ10501SS-7C">7c</A> Galema S. Chem. Soc. Rev. 1997, 26: 233

<A NAME="RZ10501SS-7D">7d</A> Caddick S. Tetrahedron 1995, 51: 10403

Reviews:

<A NAME="RZ10501SS-8A">8a</A> Varma RS. Green Chem. 1999, 1: 43

<A NAME="RZ10501SS-8B">8b</A> Loupy A. Petit A. Hamelin J. Texier-Boullet F. Jacquault P. Mathé D. Synthesis 1998, 1213

<A NAME="RZ10501SS-9">9</A> Vasquez-Tato MP. Synlett 1993, 506

<A NAME="RZ10501SS-10">10</A> Baldwin BW. Hirose T. Wang Z.-H. Chem. Commun. 1996, 2669

<A NAME="RZ10501SS-11">11</A> Frankland PF. Twiss J. J. Chem. Soc. 1906, 89: 1857

<A NAME="RZ10501SS-12">12</A> Shin JM. Kim YH. Tetrahedron Lett. 1986, 27: 1921