N CH 2 OH H C O CH 3 N O R Sn R R Abstract Diorganotin(IV) complexes of an extended system derived from the condensation of pyridoxal hydrochloride physical data evidenced the formation of penta-coordinated species with the ligands acting as tridentate (ONO) with oxygen occupying the axial positions, and nitrogen at one of the equatorial positions. The ligands and their organotin complexes have been evaluated for antimicrobial activity against phytopathogenic fungi Candida albicans and Aspergillus niger at 25 ± 1 • C and bacteria Bacillus subtilis, Escherichia coli, and Staphylococcus aureus at 37 ± 1 • C. The activities of the ligands have been enhanced on complexation and the results indicate that they exhibit significant antimicrobial properties.
A highly enantioselective (up to 91% ee) rhodium-catalyzed asymmetric addition of arylboronic acids has been achieved leading to the challenging dihydro-3-nitronaphthalenes using one equivalent of phosphoramidite ligand to rhodium catalyst. A concise formal asymmetric synthesis of the dopamine D1 agonist, dihydrexidine was accomplished using the method.
A catalyst‐free conjugate addition of indoles and pyrroles to 1,2‐dihydro‐3‐nitronaphthalenes in water has been developed. A variety of indoles containing electron‐rich and ‐deficient functional groups including aza‐indoles and pyrroles reacted smoothly with a number of dihydro‐3‐nitronaphthalenes, especially bromo derivatives. For structural elaboration, the bromo functionality (dihydronitronaphthalene unit as well as indolyl unit) of the addition products was utilized for Suzuki coupling reactions and provided moderate to good yields of the desired coupling compounds. The utility of the method was further demonstrated by the synthesis of 3,4‐fused tetrahydro‐β‐carbolines, a new class of compounds, from the addition products through reduction of the nitro group to the amine and subsequent Pictet–Spengler cyclization.
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