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1.
J Org Chem ; 89(12): 8804-8814, 2024 Jun 21.
Artigo em Inglês | MEDLINE | ID: mdl-38860924

RESUMO

1,4-/1,3-Regioselective bifunctionalization of 1,3-enynes with selenosulfonates in water under catalyst-free conditions for the construction of sulfonyl allene and 1,3-disulfonyl-conjugated dienes respectively have been developed. The reactions feature mild reaction conditions in aqueous solution and remarkable regioselectivity controlled by substrates.

2.
J Org Chem ; 88(2): 828-837, 2023 Jan 20.
Artigo em Inglês | MEDLINE | ID: mdl-36577098

RESUMO

A photocatalytic synthesis of thieno[3,4-c]quinolin-4(5H)-ones/selenopheno[3,4-c]quinolin-4(5H)-ones using diphenyl disulfide or diphenyl diselenide as sulfur or selenium sources was developed. Two C-S/Se bonds and one C-C bond were constructed simultaneously without transition metals and other additives.

3.
Org Lett ; 25(10): 1776-1781, 2023 Mar 17.
Artigo em Inglês | MEDLINE | ID: mdl-36867002

RESUMO

Herein, we provide a novel method for the synthesis of 1,3-dibenzenesulfonylpolysulfane (DBSPS), which further reacts with boronic acids to afford thiosulfonates. Commercially available boron compounds greatly expanded the range of thiosulfonates. Experimental and theoretical mechanistic investigations suggested that DBSPS could provide both thiosulfone fragments and dithiosulfone fragments, but the generated aryl dithiosulfonates were unstable and decomposed into thiosulfonates.

4.
Org Lett ; 23(21): 8246-8251, 2021 Nov 05.
Artigo em Inglês | MEDLINE | ID: mdl-34652929

RESUMO

A visible-light-triggered radical cascade sulfonylation/aryl migration/desulfonylation and C-S/Se bond formation reaction of butenyl benzothiazole sulfone with thiosulfonates or selenosulfonates is developed. This study affords the 1,2,4-trifunctionalization of butenyl benzothiazole sulfone derivatives under mild conditions.

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