Your browser doesn't support javascript.
loading
Mostrar: 20 | 50 | 100
Resultados 1 - 5 de 5
Filtrar
Mais filtros

Base de dados
Tipo de documento
Assunto da revista
País de afiliação
Intervalo de ano de publicação
1.
J Org Chem ; 88(7): 4581-4591, 2023 Apr 07.
Artigo em Inglês | MEDLINE | ID: mdl-36926918

RESUMO

The sulfinamidines as aza analogues of sulfinamides received limited attention from both organic chemists and pharmaceutical chemists. Herein, we present a tandem oxidative/nucleophilic substitution approach for the synthesis of sulfinamidines in high yield (up to 98%). This cascade reaction method is enabled by N-bromosuccinimide (NBS) as an oxidant and diverse readily available amines as nucleophiles without any additives or catalysts. Notably, this method is highly time-economical, safe to operate, and easy to scale up and has excellent functional group compatibility.

2.
J Org Chem ; 86(7): 5110-5119, 2021 04 02.
Artigo em Inglês | MEDLINE | ID: mdl-33724032

RESUMO

The 1,5-benzodiazepines are important skeletons frequently contained in medicinal chemistry. Herein, we described an unexpected tandem cyclization/transfer hydrogenation reaction for obtaining chiral 2,3-disubstituted 1,5-benzodiazepines. The enolizable aryl aldehydes were chosen as substrates to react with symmetric and unsymmetric o-phenylenediamines. The unforeseen tandem reaction occurred among many possible latent side reactions under chiral phosphoric acid catalysis and affords the corresponding products in moderate yields and regioselectivities, good diastereoselectivities, and enantiomeric ratio (up to 99:1).


Assuntos
Benzodiazepinas , Substâncias Redutoras , Catálise , Ciclização , Estereoisomerismo
3.
Org Lett ; 25(12): 2134-2138, 2023 Mar 31.
Artigo em Inglês | MEDLINE | ID: mdl-36939573

RESUMO

Sulfilimines are valuable compounds both in organic synthesis and in pharmaceuticals. Here we developed a mild and simplified method for preparation of sulfilimines via selective S-C bond formation rather than traditional S-N bond formation. The method is both attractive and useful for the following reasons: it uses a readily available alkylation reagent such alkyl bromide or alkyl iodide, it uses water as solvent, it is easy to perform, and it is convenient for late-stage diversification of drugs.

4.
Org Lett ; 24(10): 2069-2074, 2022 03 18.
Artigo em Inglês | MEDLINE | ID: mdl-35261250

RESUMO

Herein, we disclose a new catalytic asymmetric tandem reaction based on the Heyns rearrangement for the synthesis of chiral α-amino ketones with readily available substrates. The rearrangement is different from the Heyns rearrangement in that the α-amino ketones were obtained without the shift of the carbonyl group. The key to success is using chiral primary amine as a catalyst by mimicking glucosamine-6-phosphate synthase in catalyzing the efficient Heyns rearrangement in organisms.


Assuntos
Aminas , Cetonas , Aminas/química , Catálise , Cetonas/química , Estereoisomerismo
5.
Chem Sci ; 12(13): 4789-4793, 2021 Feb 19.
Artigo em Inglês | MEDLINE | ID: mdl-34168757

RESUMO

N-Substituted tetrahydroquinoxalines (37 examples) were step-economically obtained in good yield (<97%) and ee (<99%) with readily available substrates. The reaction proceeds through an interesting regioselective Heyns rearrangement/enantioselective transfer hydrogenation in one pot. The substrate scope and the reaction mechanism were systematically investigated.

SELEÇÃO DE REFERÊNCIAS
DETALHE DA PESQUISA