Primary amines are one of the most predominant functional groups found in organic molecules. This review covers the most recent developments on photocatalytic deaminative strategies by using Katritzky Salts as alkyl radical reservoirs.
Electrosynthesis can be considered a powerful and sustainable methodology for the synthesis of small organic molecules. Due to its intrinsic ability to generate highly reactive species under mild conditions by anodic oxidation or cathodic reduction, electrosynthesis is particularly interesting for otherwise challenging transformations. One such challenge is the installation of fluorinated alkyl groups, which has gained significant attention in medicinal chemistry and material science due to their unique physicochemical features. Unsurprisingly, several electrochemical fluoroalkylation methods have been established. In this review, we survey recent developments and established methods in the field of electrochemical mono‐, di‐, and trifluoromethylation, and perfluoroalkylation of small organic molecules.
We report a selective, mild, and efficient C-H functionalization of tryptophan and of tryptophan-containing peptides with activated α-bromo-carbonyl compounds under visible-light irradiation. The protocol is valued by the wide substrate...
A site-selective alkylation of dehydroalanine
to access protected
unnatural amino acids is described. The protocol is characterized
by the wide nature of alkyl radicals employed, mild conditions, and
functional group compatibility. This protocol is further extended
to access peptides, late-stage functionalization of pharmaceuticals,
and enantioenriched amino acids.
A general synthesis of 1,3-dicarbonylic compounds using multicomponent reactions of isocyanides is described. The process involves a Passerini three-component condensation of glyoxal derivatives, isocyanides and acetic acid, followed by metal mediated reductive or solvolytic removal of the acid component. Noteworthy, reductive deacetoxylation of Passerini glyoxylamide adducts was successfully achieved using photochemically activated SmI(2). This procedure constitutes a novel convenient method for the direct synthesis of malonic retro-peptidic subunits.
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