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1.
Chemistry ; 29(23): e202300032, 2023 Apr 21.
Artigo em Inglês | MEDLINE | ID: mdl-36745435

RESUMO

Mycobacteria are covered in a thick layer of different polysaccharides that helps to avert the innate immune response. Lipoarabinomannan (LAM) and arabinogalactan (AG) are ubiquitously contained in these envelopes, and rapid access to defined oligo- and polysaccharides is essential to elucidate their structural and biological roles. Arabinofuranose (Araf) residues in LAM and AG are connected either via α-1,2-trans linkages that are synthetically straightforward to install or the more challenging ß-(1,2-cis) linkages. Herein, it was demonstrated that automated glycan assembly (AGA) can be used to quickly prepare 1,2-cis-ß-Araf as illustrated by the assembly of a highly branched arabinan hexasaccharide and a docosasaccharide arabinan (Araf23 ) motif.


Assuntos
Mycobacterium tuberculosis , Mycobacterium tuberculosis/química , Sequência de Carboidratos , Polissacarídeos/química , Lipopolissacarídeos/química
2.
Org Biomol Chem ; 9(17): 5989-96, 2011 Sep 07.
Artigo em Inglês | MEDLINE | ID: mdl-21769376

RESUMO

An efficient protocol was developed for the CuFe(2)O(4) nanopowder-catalyzed aryl-sulfur bond formation between aryl halide and thiol/disulfide. A variety of aryl sulfides were synthesized in impressive yields with good chemoselectivity and functional group tolerance in the presence of a catalytic amount of CuFe(2)O(4), Cs(2)CO(3) as base, in nitrogen atmosphere, under ligand-free conditions, in DMSO as solvent at 100 °C. The catalyst is air-stable, inexpensive, magnetically separable and recyclable up to four cycles.


Assuntos
Cobre/química , Compostos Ferrosos/química , Hidrocarbonetos Aromáticos/síntese química , Sulfetos/síntese química , Catálise , Cobre/isolamento & purificação , Compostos Ferrosos/isolamento & purificação , Hidrocarbonetos Aromáticos/química , Imãs , Nanoestruturas/química , Sulfetos/química
3.
Org Biomol Chem ; 9(17): 5978-88, 2011 Sep 07.
Artigo em Inglês | MEDLINE | ID: mdl-21695321

RESUMO

An efficient alumina-supported CuO-catalyzed O-arylation of phenols and aliphatic alcohols with various aryl as well as heteroaryl halides under ligand-free conditions are reported. This protocol provides a variety of diaryl ether and bis-diaryl ether motifs by reacting different aryl/aliphatic halides with differently substituted phenols and saturated alcohols in the presence of a catalytic amount of CuO on alumina and KOH as a base at moderate temperature under nitrogen atmosphere. The described methodology is simple, straightforward and efficient to afford the cross-coupled products in high yields under ligand-free conditions. The explored catalyst is inexpensive, air-stable and recyclable up to three cycles.


Assuntos
Álcoois/química , Óxido de Alumínio/química , Cobre/química , Hidrocarbonetos Halogenados/química , Fenóis/química , Catálise , Hidrocarbonetos Aromáticos/química
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