Design, Synthesis and Biological Activity of N-Sulfonyl Aromatic Amide Derivatives

Fifteen novel N-sulfonyl aromatic amide derivatives were designed and synthesized, and the structures were characterized by H-1- and C-13-NMR, EA and FIRMS. The crystal structures of compounds I-8 and I-9 were obtained from X-ray diffraction: 1-8 is of triclinic system, M-r = 372.35, space group P2(1)/n with a = 7.9151(10), b = 8.5637(11), c = 12.2022(15) angstrom, beta = 86.865(2)degrees, V = 807.09(18) angstrom(3), Z = 2, F(000) = 384, D-c = 1.532 g/cm(3), the fmal R = 0.0408 and wR = 0.1068 for 2836 unique reflections with 2435 observed ones (I > 2 sigma(I)). 1-9 belongs to triclinic system, M-r = 407.39, space group P2(1)/n, with a = 8.4911(8), b = 8.6053(9), c = 14.5808(15) angstrom, beta = 77.1190(10)degrees, V = 995.44(17) angstrom(3), Z = 2, F(000) = 416, D-c = 1.359 g/cm(3), the final R = 0.0567 and wR = 0.1779 for 3475 unique reflections with 2392 observed ones (I > 2 sigma(I)). The preliminary bioassay results indicated that the target compounds showed weak nematicidal activity, while compound 1-5 displayed good fungicidal activity against Colletotrichum capsici with the inhibition rate of 61.7%.