Visible-Light-Induced NHC-Catalyzed Carboacylation Reaction of Alkenes from Aryl Thianthrenium Salts and Aldehydes.

A metal-free, visible-light-induced NHC-catalyzed multiple-component reaction involving aldehydes and aryl thianthrenium salts for the carboacylation reaction of alkenes is reported. In this reaction, NHC-activated aldehydes afforded Breslow intermediates, which reduced thianthrenium salts and generated aryl radicals. The resulting aryl radicals underwent radical addition reactions to yield arylacylation products, in the presence of iodoalkane, and participated in the halogen atom transfer process to generate alkyl radicals and facilitate olefin alkylacylation.

Copper-Catalyzed Successive Radical Reactions of Glycine Derivatives.

Here, we present a three-component successive radical addition strategy for the preparation of complex noncanonical α-amino acids from easily available glycine derivatives, alkenes, and aryl sulfonium salts via a copper-catalyzed photoredox-neutral catalytic cycle. The utility of this method is further demonstrated by its application in late-stage site-selective modifications of glycine residues in short peptides. It is worth noting that only 1 mol % copper catalyst is required in this reaction, demonstrating high catalytic efficiency.

Photoredox/NHC Dual Catalysis Enabled de Novo Synthesis of α-Amino Acids Derivatives.

Herein, we report a mild and operationally simple photoredox/NHC dual catalysis strategy for the α-carboxylation of tertiary amine C(sp)-H bonds using diethyl pyrocarbonate. This method offers a novel approach for synthesizing α-amino acid derivatives. The protocol features a broad substrate scope, accommodating both N-aryl tetrahydroisoquinolines (THIQ) and -methyl aniline and is scalable to gram quantities.

(2 + 2 + 1)-Cyclization of Glycine Derivatives with Alkenes and CO.

A highly atom-economic (2 + 2 + 1)-cyclization of glycine derivatives with alkenes and CO facilitated by visible light catalysis is described. A range of multisubstituted pyrrolidones were synthesized under simple and mild reaction conditions. A reasonable mechanism involving redox-neutral radical-polar crossover is proposed.

Radical-polar crossover reaction of glycine derivatives.

Here we report a visible-light facilitated radical addition strategy for the preparation of various natural or unnatural α-amino acids from readily available glycine derivatives and alkenes. A key aspect in achieving this side carbon chain introduction reaction, while circumventing the well-documented cyclization pathway, was the employment of a radical-polar crossover strategy under redox neutral conditions.

Alkylation of Glycine Derivatives through a Synergistic Single-Electron Transfer and Halogen-Atom Transfer Process.

Here, we present a versatile method for forming C(sp)-C(sp) bonds, enabling the synthesis of a range of natural and non-natural amino acids. This approach utilizes readily available glycine derivatives and alkyl iodides, combining single-electron transfer and halogen-atom transfer processes. The utility of this step-economic and redox-economic C(sp)-C(sp) bond formation is further highlighted in the late-stage site-selective modifications of the glycine residue in short peptides.

C(sp)-H/C(sp)-H Dehydrogenative Radical Coupling of Glycine Derivatives.

Here we report a general C(sp)-H/C(sp)-H dehydrogenative coupling strategy for the preparation of various natural or unnatural amino acids from readily available glycine derivatives and hydrocarbons through a combination of SET and HAT process.

Haemolytic disease of fetus and newborn caused by ABO antibodies in a cisAB offspring.

ABO hemolytic disease of fetus and newborn (ABO-HDFN) occurs almost exclusively in infants of blood group A or B who are born to group O mothers because IgG anti-A or -B occurs more commonly in group O than in group A or B individuals. We report a case of clinically significant ABO-HDFN where the mother was blood group O with elevated IgG anti-A and anti-B titers and delivered a child with an A2B phenotype. This unusual ABO constellation between mother and infant was based on the inheritance of a rare ABO allele encoding for a glycosyltransferase capable of synthesizing both A and B antigens.