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1.
J Org Chem ; 89(7): 4619-4627, 2024 Apr 05.
Artigo em Inglês | MEDLINE | ID: mdl-38536672

RESUMO

Allyl sulfones are commonly present in bioactive compounds and organic building blocks. This work introduces a photocatalytic radical addition-elimination reaction involving readily accessible sulfonyl chlorides and allyl bromides. It delivers structurally diverse allylic sulfones in moderate to excellent yields, showcasing a high tolerance to functional groups. Notably, this method operates under mild reaction conditions without the need for oxidants, stoichiometric reducing metals, or additives.

2.
Org Lett ; 22(3): 1076-1080, 2020 02 07.
Artigo em Inglês | MEDLINE | ID: mdl-31975600

RESUMO

A mild and effective method for asymmetric synthesis of C2-quaternary indolin-3-ones directly from 2-arylindoles by combining visible light photocatalysis and organocatalysis is described. In this reaction, 2-substituted indoles undergo photocatalyzed oxidative dearomatization, followed by an organocatalyzed asymmetric Mannich reaction with ketones or aldehydes. Products with opposite configurations are easily obtained in satisfactory yields with excellent enantio- and diastereoselectivity by employing readily available l- and d-proline as chiral organocatalysts.


Assuntos
Indóis/química , Luz , Prolina/química , Catálise , Estrutura Molecular , Oxirredução , Processos Fotoquímicos , Estereoisomerismo
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