Short and Efficient Synthesis of Alkyl- and Aryl-Ortho-Hydroxy-Anilides and their Antibiotic Activity
نویسندگان
چکیده
Ortho-hydroxy-anilides are part of natural products like the new antibiotics platencin (A) and platensimycin (B). An important step in the total synthesis of these antibiotics or their derivatives is the preparation of the o-hydroxy-anilide partial structure. The presented method allows the preparation of o-hydroxy-anilides and o-dihydroxy-anilides from 2-nitrophenol esters in a one-step synthesis without protecting the hydroxy group. Aryl- and alkyl-anilides were prepared following this method as simple analogues of platensimycin (A). The resulting compounds were tested in an agar diffusion assay for their antibiotic potency.
منابع مشابه
Synthesis of functionalized aryl-alkenes catalyzed by CN-ortho-palladated complex of 2,3-dimethoxybenzaldehyde oxime under microwave irradiation
A new dimeric orthopalladated complex was synthesized via reaction of 2,3-dimethoxy benzaldehyde oxime with palladium chloride and lithium chloride in methanol as solvent and sodium acetate as base at room temperature. The catalytic activity of this dimeric [Pd{C6H2(-CH=NOH)-(OMe)2-2,3}(µ-Cl)]2 complex as an efficient, air, and moisture tolerant catalyst was investigated in Mizoroki–Heck cross ...
متن کاملSynthesis of functionalized aryl-alkenes catalyzed by CN-ortho-palladated complex of 2,3-dimethoxybenzaldehyde oxime under microwave irradiation
A new dimeric orthopalladated complex was synthesized via reaction of 2,3-dimethoxy benzaldehyde oxime with palladium chloride and lithium chloride in methanol as solvent and sodium acetate as base at room temperature. The catalytic activity of this dimeric [Pd{C6H2(-CH=NOH)-(OMe)2-2,3}(µ-Cl)]2 complex as an efficient, air, and moisture tolerant catalyst was investigated in Mizoroki–Heck cross ...
متن کاملTriphenylphosphine mediated synthesis of functionalized aryl-vinyl ethers from7-hydroxy coumarin and methyl acetylene carboxylate
7-hydroxy coumarin undergoes neutral conditions with alkyl propiolates in the presence of triphenylphosphine, and bysubstituation the corresponding aryl vinyl ethers was obtained in good yields
متن کاملNano-TiCl4.SiO2: A Versatile and Efficient Catalyst for Synthesis of 14-aryl or alkyl-14H-dibenzo[a,j]xanthenes
Nano-silica supported titanium tetrachloride (TiCl4.SiO2) was prepared and used as an acid catalyst for the 14-aryl or alkyl-14H-dibenzo[a,,j]xanthenesreaction under solvent-free conditions. Compared to the classical 14-aryl or alkyl-14H-dibenzo[a,j]xanthenesreaction conditions, this method consistently has the advantage of excellent yie...
متن کاملA highly efficient Pd-catalyzed decarboxylative ortho-arylation of amides with aryl acylperoxides.
An efficient Pd-catalyzed decarboxylative ortho-arylation of amides with aryl acylperoxides was developed. A variety of anilides reacted with aryl acylperoxides to afford the corresponding ortho-arylation products, and N-methoxyarylamides generated phenanthridinones.
متن کامل