A novel series of homoallylic amines as potential antimicrobials
No Thumbnail Available
Date
2012
Journal Title
Journal ISSN
Volume Title
Publisher
Abstract
An efficient catalytic three-component reaction of aldehydes, amines, and allyltributylstannate has been successfully developed to produce homoallylic amines at 25°C, in excellent yields, in the presence of 1 mol% of trifluoroacetic acid an inexpensive and environmentally friendly catalyst. Newly synthesized compounds were confirmed by spectral studies. Compound 3o was characterized by single crystal X-ray analysis. All the compounds were also screened for their antimicrobial activity. Halogen-substituted compounds namely 3d, 3g, 3n, and 3o have showed excellent antibacterial activity. © Springer Science+Business Media, LLC 2011.
Description
Keywords
(1 benzofuran 2 yl but 3 eny) napthalen 1 yl amine, (1 benzofuran 2 yl but enyl) (3,5 difluoro benzyl) amine, (1 cyclohexyl but 3 enyl) (2,5 dimethyl phenyl) amine, (1 cyclohexyl but 3 enyl) (4 morpholin 4 yl phenyl) amine, (1 cyclopropyl but 3 enyl) (4 fluoro 3 trifluoromethylphenyl) amine, (2,4 difluoro phenyl) [1(2,4 difluoro phenyl) but 3 enyl] amine, (4 chloro 2 fluoro phenyl) [1(2,6 difluoro phenyl) but 3 enyl] amine, (4 tert butyl phenyl) (1 cyclopropyl 3 but enyl) amine, (4 tert butyl phenyl) [1(2,4 difluoro phenyl) but 3 eny] amine, 1[3(1 (benzothiazol 7 ylamino) but 3 enyl) indol 1 yl] ethanone, 4(1 thiophen 2 yl butylamino) benzonitrile, [1(2 allyloxy phenyl) but 3 enyl][4(4 chloro phenoxy) phenyl] amine, [1(2 fluoro 6 methoxy phenyl) but 3 enyl] (3 fluorophenyl) amine, [1(2,4 diflurophenyl) but 3 enyl] (2,4,5-trifluorophenyl) amine, [1(3 chloro phenyl) but enyl] (3 ethoxy phenyl) amine, [4(4 chloro phenoxy) phenyl] [1(5(2 chloro phenyl) furan 2 yl) but 3 enyl] amine, aldehyde, allyltributylstannate, amine, antiinfective agent, ceftriaxone, halogen, homoallylic amine, naphthalene1 y (1 phenyl but 3 enyl) amine, trifluoroacetic acid, unclassified drug, antibacterial activity, article, controlled study, drug screening, drug structure, drug synthesis, in vitro study, minimum inhibitory concentration, nonhuman, X ray crystallography
Citation
Medicinal Chemistry Research, 2012, 21, 7, pp. 1090-1097