K. Balamurugan, S. Perumal, A. D. K. Reddy
Nov 11, 2009
Citations
0
Influential Citations
51
Citations
Quality indicators
Journal
Tetrahedron Letters
Abstract
Abstract A series of novel 2-amino-5-arylthieno[2,3- b ]thiophenes has been synthesized regioselectively from the reaction of 5-aryldihydro-3(2 H )-thiophenones with ethyl cyanoacetate/malononitrile and sulfur powder in the presence of morpholine under thermal as well as microwave irradiation conditions. This transformation presumably occurs via domino Gewald reaction–dehydrogenation sequence. The 2-amino-5-arylthieno[2,3- b ]thiophenes were evaluated for their in vitro activity against Mycobacterium tuberculosis H37Rv (MTB) and multi-drug resistant M. tuberculosis (MDR-TB). Among 12 compounds screened, ethyl 2-amino-5-(1-naphthyl)thieno[2,3- b ]thiophene-3-carboxylate was found to be the most active compound with MIC of 1.1 μM against MTB and MDR-TB.