ChemInform Abstract: Electrochemical Synthesis of Diethyl 2,3‐Bis‐p‐halogenophenylsuccinates; Reduction of α‐Bromo‐p‐halogenophenylacetates.

Abstract

068ChemInform Abstract While the peak potential for the reduction of the substrates (I) is practically insensitive to the p-halogeno substituent, the products (IIb), (IIc), (IVb), and (IVc) are reducible and (IIa) and (IVa) are not. The p-substitution with Br seems to produce a levelling effect in the reduction potential of the esters (IIc) and (IVc) (mechanism of formation of the DL and meso epoxides (III); cyclic voltammograms).

High Affinity Central Benzodiazepine Receptor Ligands: Synthesis and Biological Evaluation of a Series of Phenyltriazolobenzotriazindione Derivatives

“…Ionic 1,3-dipolar cycloaddition of the appropriate azide 1 and 2, 18,19 to ethyl phenylacetates 3-10, 20,21 Reduction of the nitro group of the chloro derivatives 19-23 under the same conditions gave only the starting materials or led to complex mixtures that required tedious purification procedures and provided the corresponding amino derivatives 32-36 with poor chemical yields.…”

“…Due to their low stability on heating, the nitro (11)(12)(13)(14)(15)(16)(17)(18)(19)(20)(21)(22)(23) and the amino (24-31) compounds were not recrystallized, but were purified by washing with cold petroleum ether 60-80 °C and/or by flash chromatography. The chloro-substituted amino derivatives 32-36 were particularly instable, so they were not isolated and characterized, but directly used in the next reaction.…”