Stereoselective Cycloaddition of 1-glucosyl-1,3butadienes with tert-Butyl-2H-azirine-3carboxylate, Glyoxylates and Imines M. José Alves*, I.G. Almeida, A. Gil Fortes*, A.P. Freitas Departamento de Química, Universidade do Minho, Campus de Gualtar, 4710-057, Braga, Portugal. Universidade Fernando Pessoa, R. Carlos da Maia, 298, 4200-150 Porto, Portugal. Glucose diene derivatives have been reacte...

The asymmetric nitro-Mannich reaction of N-phosphoryl imines with α-substituted nitroacetates was performed by using cinchona alkaloid thioureas as organocatalysts in toluene at -20 °C. The present method was highly tolerable to functionalized N-phosphoryl imines and provided a reliable synthetic route to obtain the corresponding β-nitro ethylphosphoramidates with adjacent quaternary and tertia...

Isatin, N-methyl isatin and N-benzylisatin were smoothly monobrominated in the 5-position by treatment with pyridinium bromochromate (PBC) in acetic acid medium. In the similar conditions indigo underwent bromination and oxidation to give 5-bromoisatin in high yield.

The aim of the present study is to synthesize the oxovanadium complex of the V3+ ion with isatin sciff bases. Spectroscopic methods have been used to confirm these models of complexation and to understand the structures of the species formed in methanolic solution. We also have isolated a complex of Vanadium (III) with isatin schiff bases in the solid phase.

We describe here a tandem catalytic route to prepare imidazoles in a single operation from aryl iodides, imines and CO. The reaction involves a catalytic carbonylation of aryl halides with imines to form 1,3-dipoles, which undergo spontaneous 1,3-dipolar cycloaddition. Overall, this offers an alternative to coupling reactions to construct the (hetero)aryl-imidazole motif, where variation of the...

We describe here a tandem catalytic route to prepare imidazoles in a single operation from aryl iodides, imines and CO. The reaction involves a catalytic carbonylation of aryl halides with imines to form 1,3dipoles, which undergo spontaneous 1,3-dipolar cycloaddition. Overall, this offers an alternative to coupling reactions to construct the (hetero)aryl-imidazole motif, where variation of the ...

An operationally simple, mild, redox-neutral method for the photoredox alkylation of imines is reported. Utilizing an inexpensive organic photoredox catalyst, alkyl radicals are readily generated from the single-electron oxidation of ammonium alkyl bis(catecholato)silicates and are subsequently engaged in a C-C bond-forming reaction with imines. The process is highly selective, metal-free, and ...

We present a novel series of quinolin-4(1H)-imines as dual-stage antiplasmodials, several-fold more active than primaquine in vitro against Plasmodium berghei liver stage. Among those, compounds 5g and 5k presented low nanomolar IC50 values. The compounds are metabolically stable and modulate several drug targets. These results emphasize the value of quinolin-4(1H)-imines as a new chemotype and...

In this review, the recent developments in catalytic asymmetric inverse-electron-demand hetero-Diels-Alder reaction, which is recognized as one of the most powerful routes to construct highly functionalized and enantioenriched six-membered heterocycles, are described. The article is organized on the basis of different kinds of electron-deficient heterodienes, including α,β-unsaturated ketones/a...

Alkynyl aziridines can be obtained from the catalytic asymmetric aziridination (AZ reaction) of alkynyl imines with diazo compounds in high yields and high asymmetric inductions mediated by a chiral boroxinate or BOROX catalyst. In contrast to the AZ reaction with aryl- and alkyl-substituted imines, alkynyl imines react to give cis-substituted aziridines with both diazo esters and diazo acetami...