Topic
Decarboxylation
About: Decarboxylation is a research topic. Over the lifetime, 9914 publications have been published within this topic receiving 193955 citations. The topic is also known as: decarboxylation reaction.
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TL;DR: The direct decarboxylative arylation of α-amino acids has been achieved via visible light-mediated photoredox catalysis and offers rapid entry to prevalent benzylic amine architectures from an abundant biomass.
Abstract: The direct decarboxylative arylation of α-amino acids has been achieved via visible light-mediated photoredox catalysis. This method offers rapid entry to prevalent benzylic amine architectures from an abundant biomass, specifically α-amino acid precursors. Significant substrate scope is observed with respect to both the amino acid and arene components.
392 citations
TL;DR: Spermine is synthesized by the preparation from the rat ventral prostate in the presence of S-adenosylmethionine and spermidine, but at a considerably slower rate than sperMidine synthesis from putrescine and S- adenosyl methionines.
381 citations
TL;DR: There are notable differences in reactivity between arylpalladium(II) intermediates generated by decarboxylative palladation and those produced in conventional Heck reactions, and it is found that more electron-rich alkenes react preferentially with an aryl group and trifluoroacetate intermediate formed by decarate palladium-based reactions, whereas an opposite trend is found inventional Heck reactions.
Abstract: Mechanistic studies of a palladium-mediated decarboxylative olefination of arene carboxylic acids are presented, providing spectroscopic and, in two instances, crystallographic evidence for intermediates in a proposed stepwise process. Sequentially, the proposed pathway involves carboxyl exchange between palladium(II) bis(trifluoroacetate) and an arene carboxylic acid substrate, rate-determining decarboxylation to form an arylpalladium(II) trifluoroacetate intermediate (containing two trans-disposed S-bound dimethyl sulfoxide ligands in a crystallographically characterized form), then olefin insertion and β-hydride elimination. Because of the unique mode of generation of the arylpalladium(II) trifluoroacetate intermediate, a species believed to be substantially electron-deficient relative to phosphine-containing arylpalladium(II) complexes previously studied, it has been possible to gain new insights into those steps that are common to the Heck reaction, namely, olefin insertion and β-hydride elimination....
374 citations
TL;DR: Radioactivity measurements on the degradation products of known C 14 -labeled compounds have shown a very low cross-contamination between individual carbon positions.
358 citations
TL;DR: A novel protocol for the palladium-catalyzed intramolecular direct arylation of benzoic acids is reported, which combines decarboxylation and C-H activation into one efficient process.
Abstract: A novel protocol for the palladium-catalyzed intramolecular direct arylation of benzoic acids is reported, which combines decarboxylation and C−H activation into one efficient process. With the optimized catalyst system of palladium trifluoroacetate, silver carbonate, and the proper solvent mixture (5% DMSO/dioxane), dibenzofuran derivatives are formed in excellent yield and selectivity.
355 citations