Chemoselective conversion of α-unbranched aldehydes to amides, esters, and carboxylic acids by NHC-catalysis.

Chemoselective Conversion of !-Unbranched Aldehyde to Amide, Ester, and Carboxylic Acid by NHC-Catalysis

PolyVinylPolyPyrrolidone-Supported Boron Trifluoride (PVPP-BF3); Highly Efficient Catalyst for Oxidation of Aldehydes to Carboxylic Acids and Esters by H2O2

A highly efficient method for the oxidation of aldehydes to carboxylic acids using PolyVinylPolyPyrrolidone supported - Boron Trifluoride (PVPP-BF3) in the presence of 35% hydrogen peroxide has been developed in acetonitrile at 60 °C. This procedure cleanly oxidizes variety of aldehydes to the corresponding carboxylic acids. Oxidative esterification of benzaldeh...

General Route for Preparing β-Nitrocarbonyl Compounds Using Copper Thermal Redox Catalysis

Using a simple copper catalyst, the alkylation of nitroalkanes with α-bromocarbonyls is now possible. This method provides a general, functional group tolerant route to β-nitrocarbonyl compounds, including nitro amides, esters, ketones, and aldehydes. The highly sterically dense, functional group rich products from these reactions can be readily elaborated into a range of complex nitrogen-conta...

Direct α-functionalization of simple aldehydes via oxidative N-heterocyclic carbene catalysis.

A direct α-functionalization of simple aldehydes under N-Heterocyclic Carbene (NHC) catalysis and direct generation of ester enolate equivalents from nonfunctionalized aldehydes are disclosed. The catalysis involves selective enolate generation from an oxidatively generated NHC-bounded ester intermediate as a key step. The ester enolate intermediates undergo stereoselective reactions with enone...

Direct β-activation of saturated aldehydes to formal Michael acceptors through oxidative NHC catalysis.

Saturated carbonyl compounds, such as aldehydes and esters, are basic building blocks for the synthesis of organic molecules and materials. Reactions with carbonyl compounds as substrates primarily occur at the carbonyl carbon atom (as an electrophilic center) or the a-carbon atom (as a prenucleophile). In organocatalysis, several powerful approaches have been developed for the asymmetric funct...