A series of cyclic acetals were investigated with regard to their ability to function as coinitiators in free-radical photopolymerization induced by camphorquinone (CQ). Among these cyclic acetals, the reactivity of 2-hexyl-1,3-benzodioxole (HBDO) was the highest, according to the quantum yield of CQ. However, the most efficient coinitiator was l,3-benzodioxolane, which has a reactivity signifi...

The underinvestigated derivatives of unstable phosphorylated formaldehyde acetals and some of the structurally related compounds, such as thioacetals, aminonitriles, aminomethylphosphinoyl compounds, are considered. Separately considered are halogen aminals of phosphorylated formaldehyde, acetals of phosphorylated formaldehyde of H-phosphinate-type and a phosphorylated gem-diol of formaldehyde....

In the presence of Ni-catalyst and triethylborane, N,O-acetals prepared from glycolaldehyde and glyceraldehyde with primary amines in situ underwent homoallylation with conjugated dienes to provide 2-amino-5-hexenols in high regio- and stereoselectivity. Under similar reaction conditions, N,O-acetals from carbohydrates with primary amines provided the corresponding polyhydroxy-bishomoallylamine...

Organic solvents are commonly used in restoration treatments, including chromatic reintegration on polychrome artworks. They often toxic, and their vapors have a high impact the environment restorers, possibly causing pathological conditions. Therefore, this study aims at defining new green solvent that can be for reintegration, maintaining volatility desired physical–chemical properties. The d...

Phosphorus-based Mannich-type reactions (phospha-Mannich reactions) of primary or secondary phosphines with carbonyl compounds and amines (R2NH, RNH2, NH3) provide a powerful synthetic tool in the worldwide search for future ligands. The variety available allows designing fine-tuning water-soluble, chiral, macrocyclic, pincer, tripodal, photoactive, etc., phosphine ligands P–C–N linkage(s) (P,N...

Bismuth triflate (Bi(OTf)3) is identified as an efficient catalyst for the direct addition of isocyanides to 2H-chromene acetals. The large scope of isocyanides and chromene acetals makes them suitable substrates in this catalytic system. By this synthetic strategy, a polyfunctional molecular scaffold, 2-carboxamide-2H-chromenes could be prepared efficiently in one step up to 95% yield. In addi...

An asymmetric gold(I)-catalyzed [3+2] cycloaddition of propargyl acetals/ketals and aldehydes is reported, which proceeds via stepwise migration-fragmentation of acetals/ketals and cycloaddition of the in situ generated gold-carbenoid intermediate. Various functionalized 2, 5-dihydrofurans were obtained in good yields and high enantioselectivities. Furthermore, an example of the first gold(I) c...

Aldehydes can react with secondary amines to give α-amino acetals via the α-amination of aliphatic aldehydes catalyzed by iodine. The presence of an asymmetric hydroxylated center at the γ-position of the aldehyde was found to induce the stereoselective amino group. This method represents a stereoselective α-amination of γ-hydroxyaldehydes for the synthesis of syn-γ-hydroxy-α-amino acetals in g...

α-Boryl ethers, carbonates, and acetals, readily prepared from the corresponding alcohols that are accessed through ketone diboration, react rapidly with hydrogen peroxide to release alcohols, aldehydes, and ketones through the collapse of hemiacetal intermediates. Experiments with α-boryl acetals containing a latent fluorophore clearly demonstrate that cargo can be released inside cells in the...

The oxidative cleavage of aliphatic acetals of normal aliphatic aldehydes and substituted aliphatic aldehydes with aliphatic as well as aromatic alcohols with lead tetra acetate in acetic acid, aqueous acetic acid and in acetic acid-benzene medium is first order each in [oxidant] and [acetal] and yields the corresponding esters as the main product The rate of oxidation depends upon the dielectr...