Beyond the Five and Six: Evaluation of Seven-Membered Cyclic Anhydrides in the Castagnoli–Cushman Reaction
作者:Mykhailo I. Adamovskyi、Sergey V. Ryabukhin、Dmitriy A. Sibgatulin、Eduard Rusanov、Oleksandr O. Grygorenko
DOI:10.1021/acs.orglett.6b03426
日期:2017.1.6
method worked with imines generated from aromatic or α-branched aliphatic aldehydes and is amenable for both parallel synthesis and scale-up. The procedure for epimerization of the resulting trans-disubstituted tetrahydrobenzo[d]azepines to their cis isomers was also developed.
与苯并[ d ]氧杂环庚烷-2,4(1 H,5 H)-二酮作为酸酐组分的Castagnoli–Cushman反应可用于制备2,3-二取代的4-氧代-2,3,4,5-四氢呋喃-1 H-苯并[ d ]氮杂-1-羧酸的产率为21–75%,反式非对映选择性良好。该方法适用于由芳族或α-支化脂族醛生成的亚胺,适用于平行合成和放大。还开发了将所得的反式-二取代的四氢苯并[ d ]氮杂环庚烷异构化成其顺式异构体的方法。
Synthesis of N,N’-Diarylalkanediamides and Their Antimycobacterial and Antialgal Activity
A set of N,N'-diarylalkanediamides was synthesized. The compounds were tested for their antimycobacterial and antialgal activity. The antimycobacterial activity of N,N'-diarylalkanediamides depends on the lipophilicity of the respective acid. Antimycobacterially active substances were found only in the series of N,N'-diarylethanediamides and N,N'-diarylbutanediamides. Other compounds (derivatives of pentane-, hexane-, octane- and nonanediamide) were inactive against various strains of mycobacteria. The compounds inhibited growth and chlorophyll production in Chlorella vulgaris. Their relatively low antialgal activity is probably connected with their lowered aqueous solubility, and hence by a restricted passage of the inhibitor through the hydrophilic regions of thylakoid membranes.
Intermolekulare CC-verknüpfung von azanickelacyclopentanonen, α,ω-disäureamide aus alkenen und phenylisocyanat
作者:Heinz Hoberg、Elisa Hernandez
DOI:10.1016/0022-328x(86)80252-2
日期:1986.9
The reaction mode of the nickela five-membered ring complexes, prepared from phenyl isocyanate and the alkenes ethene, propene and styrene at (Lig)Ni0 systems, with oxidizing reagents such as FeCl3 and iodine are reported. Depending on the ligands, either unsaturated acid amides are formed or α,ω-diacid amides result by intermolecular CC bond formation. In this way the azanickela seven-membered ring
Ni0-induzierte und -katalysierte Herstellung ungesättigter Adipinsäureanilide
作者:Heinz Hoberg、Dieter Bärhausen
DOI:10.1016/0022-328x(91)86489-d
日期:1991.2
is shown that 4-pentencarboxylic acidanilide (I), which can readily be prepared catalytically fromethene and phenylisocyanate (II), further reacts with II on ligand-nickel(0)-systems in a highly regioselective reaction to form triphenylphosphine-5-azanickelacyclopentan-4-one (Va). Protonolysis of Va leads to adipic acidanilide. When Va is treated with maleic acid anhydridge at 20°C, a β'-H-elimination