A catalytic protocol for the base-mediated amidation of unactivated esters with amino alcohol derivatives is reported. Investigations into mechanistic aspects of the process indicate that the reaction involves an initial transesterification, followed by an intramolecular rearrangement. The reaction is highly general in nature and can be extended to include the synthesis of oxazolidinone systems...

A new efficient method for the direct amidation of d-lysergic acid was used to prepare a variety of lysergamides. A pharmacological evaluation of these compounds, their diand tetrahydro derivatives, and derivatives bearing substituents in the indole portion of the molecule showed that, in general, only 9,lOdihydrolysergamides of primary amines possess activity comparable to the potent emetic ac...

A catalytic amidation method has been developed, employing 2,2,2-trifluoroethanol to facilitate condensation of unactivated esters and amines, enabling the synthesis of a range of amide products in good to excellent yields. Mechanistic studies indicate the reaction proceeds through a trifluoroethanol-derived active ester intermediate.

ot all isoforms are created equal. New results from Christiana Ruhrberg, David Shima (Cancer Research UK, London, UK), and colleagues reveal that the stickiness of vascular endothelial growth factor (VEGF) can make all the difference between blood vessels growing larger or finding new territory. VEGF initiates the formation and expansion of the vascular system. VEGF isoforms differ in their abi...

It has been over a half-century since Kornblum demonstrated the conversion of a primary nitroalkane to a carboxylic acid; addition of an amine results in carboxylic acid formation as well. We describe the formation of amides from terminal nitroalkanes in a two-step, one-pot reaction involving tandem halogenation/umpolung amide synthesis (UmAS).

The amidation reaction between C60 with an activated ester group (1) and acetylated Glc (AcGlc) with an amino group (2) was performed to yield the target AcGlc-pendant C60 compound (3). The water soluble deacetylated compound, Glc-pendant C60 compound (4), exhibited high photocytotoxicity against HeLa cells due to the more efficient singlet oxygen generation as compared with that of Glc-pendant...

Carbon nanotubes (CNTs) can be functionalized using a variety of efficient protocols. Especially, esterification and amidation reactions are exploited along with 1,3-dipolar cycloadditions. The use of microwaves (MWs) to activate the reactivity of CNTs is also reported. Innovative NMR methodologies can be introduced to investigate the covalent attachment of organic moieties to CNTs.

A catalytic amidation protocol mediated by 2,2,2-trifluoroethanol has been developed, facilitating the condensation of unactivated esters and amines, furnishing both secondary and tertiary amides. The complete scope and limitations of the method are described, along with modified conditions for challenging substrates such as acyclic secondary amines and chiral esters with retention of chiral in...