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1.
Chem Commun (Camb) ; 54(86): 12272, 2018 11 07.
Artigo em Inglês | MEDLINE | ID: mdl-30328419

RESUMO

Correction for 'Magnetically recoverable Cu0/Fe3O4 catalyzed highly regioselective synthesis of 2,3,4-trisubstituted pyrroles from unactivated terminal alkynes and isocyanides' by Dipak Kumar Tiwari et al., Chem. Commun., 2016, 52, 4675-4678.

2.
J Org Chem ; 83(16): 9137-9143, 2018 Aug 17.
Artigo em Inglês | MEDLINE | ID: mdl-29969264

RESUMO

An efficient and transition-metal-free approach for the synthesis of 4-arylquinolines from readily available anilines and alkynes in the presence of K2S2O8 and DMSO has been developed. A variety of alkynes and anilines having a diverse range of substitution patterns can undergo the one-pot cascade process successfully. Effectively, this method uses DMSO as one carbon source, thus providing a highly atom-economical and environmentally benign approach for the synthesis of 4-arylquinolines.

3.
Org Lett ; 19(18): 4948-4951, 2017 09 15.
Artigo em Inglês | MEDLINE | ID: mdl-28880095

RESUMO

A transition-metal-free method for the construction of functionalized quinolines from readily available acetophenones and anthranils is reported. This one-pot reaction cascade involves in situ generation of α,ß-unsaturated ketones from the acetophenone via one-carbon homologation by DMSO followed by the aza-Michael addition of anthranils and subsequent annulation. DMSO acted in this reaction not only as solvent but also as one carbon source, thus providing a highly atom-economical and environmentally benign approach for the synthesis of 3-substituted quinolines.

4.
Chem Commun (Camb) ; 53(38): 5302-5305, 2017 May 09.
Artigo em Inglês | MEDLINE | ID: mdl-28447094

RESUMO

An efficient method to access functionalized quinolines from the readily available saturated ketones and anthranils has been explored. This one-pot cascade reaction involves the in situ generation of α,ß-unsaturated ketones by the copper catalysed dehydrogenation of saturated ketones followed by the aza-Michael addition of anthranils and subsequent annulation.

5.
Chem Commun (Camb) ; 52(25): 4675-8, 2016 Mar 28.
Artigo em Inglês | MEDLINE | ID: mdl-26952882

RESUMO

An efficient, one pot tandem nano Cu(0)/Fe3O4 catalyzed highly regioselective synthesis of 3-substituted pyrrole-2,4 dicarboxylates from unactivated terminal alkynes and isocyanides has been developed. This strategy exhibits an unprecedented double addition of isocyanides on unactivated terminal alkynes to obtain trisubstituted pyrroles in high yields. Furthermore, the catalyst was magnetically recovered and reused five times without any appreciable loss of activity.

6.
Chem Commun (Camb) ; 51(71): 13646-9, 2015 Sep 14.
Artigo em Inglês | MEDLINE | ID: mdl-26226177

RESUMO

Nano-copper(0) stabilized on alumina prepared from Cu-Al hydrotalcite has been reported for completely regioselective synthesis of 2,4-disubstituted pyrroles from unactivated terminal aromatic/aliphatic alkynes and isocyanides. The reaction is operationally simple, involves ligand-free inexpensive nano-copper, and affords products in high yields.


Assuntos
Alcinos/química , Hidróxido de Alumínio/química , Cobre/química , Cianetos/química , Hidróxido de Magnésio/química , Pirróis/síntese química , Catálise , Estrutura Molecular , Nanotecnologia , Pirróis/química , Estereoisomerismo
7.
Org Biomol Chem ; 12(37): 7389-96, 2014 Oct 07.
Artigo em Inglês | MEDLINE | ID: mdl-25134486

RESUMO

A divergent, short, and novel total synthesis of 1,6,8a-tri-epi-castanospermine (7) and 1-deoxy-6,8a-di-epi-castanospermine (8) has been developed via a common precursor, 15, obtained from D-mannitol derived ß-lactam. The key step involves a one pot cascade sequence of trimethyl sulfoxonium ylide based cyclization of epoxy sulfonamide 14via epoxide ring opening, one carbon homologation followed by intramolecular cyclization.


Assuntos
Alcaloides/síntese química , Indolizidinas/síntese química , Indolizinas/síntese química , beta-Lactamas/química , Alcaloides/química , Indolizidinas/química , Indolizinas/química , Modelos Moleculares , Conformação Molecular , Estereoisomerismo
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