Arylamino-thieno-oxobutanamides under Lawesson’s Conditions: Competition between Thienylpyrrole and Bithiophene Formation

M. Manuela M. Raposo; Ana M. B. A. Sampaio; G. Kirsch

doi:10.1055/s-2004-834952

PAPER

Arylamino-thieno-oxobutanamides under Lawesson’s Conditions: Competition between Thienylpyrrole and Bithiophene Formation

M. Manuela M. Raposo*^a, Ana M. B. A. Sampaio^a, G. Kirsch^b
^a Centro de Química, Universidade do Minho, Campus de Gualtar, 4710-057 Braga, Portugal
Fax: +351(253)678983; e-Mail: mfox@quimica.uminho.pt;
^b Laboratoire dŽ Ingénierie Moléculaire et Biochimie Pharmacologique, UFR SciFA/Université de Metz 1, Boulevard Arago, Metz Technopôle, 57078 Metz Cedex 3, France

Abstract

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Abstract

1-Aryl-2-thienyl-substituted pyrroles and/or 5-arylamino-2,2′-bithiophenes were synthesized by treatment of arylamino-thieno-oxobutanamides with Lawesson’s reagent. These in turn were prepared by direct amidation of 4-oxo-(2-thienyl)butanoic acid through DCC-BtOH mediated reactions.

Keywords

amides - substituent effects - pyrroles - bicyclic compounds - heterocycles

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