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1.
Org Biomol Chem ; 20(34): 6750-6754, 2022 08 31.
Artículo en Inglés | MEDLINE | ID: mdl-35938985

RESUMEN

An original and facile method for the generation of ß-naphtha-1-thioquinones using DAST and 2-naphthols has been developed. A series of dehydro-2-naphthol-1-sulphides or naphtha-oxathiane derivatives were synthesized by in situ Diels-Alder cycloaddition reactions of ß-naphtha-1-thioquinone with itself or various alkenes.


Asunto(s)
Naftoles , Alcanos , Reacción de Cicloadición , Dietilaminas , Flúor , Solventes , Estereoisomerismo
2.
Org Biomol Chem ; 18(9): 1738-1742, 2020 03 04.
Artículo en Inglés | MEDLINE | ID: mdl-32077880

RESUMEN

A novel and efficient method for the generation of alkyl radicals and the alkylation of quinoline and pyridine derivatives under mild conditions has been developed. This strategy allows the direct alkylation of heteroaromatics in the absence of an external oxidant. A preliminary mechanistic study suggests that the present reaction probably proceeds via an intermolecular HAT process.

3.
J Org Chem ; 84(7): 4040-4049, 2019 04 05.
Artículo en Inglés | MEDLINE | ID: mdl-30854850

RESUMEN

A novel oxidation of benzylic C-H bonds for the synthesis of diverse six-membered N-heteroaromatic aldehydes and ketones has been developed. The obvious advantages of this approach are the simple operation, mild reaction conditions, and without use of toxic reagent and transition metal. The present method should provide a useful access for the synthesis and modification of N-heterocycles.

4.
J Org Chem ; 82(16): 8604-8610, 2017 08 18.
Artículo en Inglés | MEDLINE | ID: mdl-28704047

RESUMEN

An efficient CuI-catalyzed fluorodesulfurization for the synthesis of monofluoromethyl aryl ethers using DAST at room temperature has been developed. This approach exhibits a good functional group tolerance, a broad substrate scope, and a high synthesis efficiency.

5.
Org Lett ; 20(13): 3732-3735, 2018 07 06.
Artículo en Inglés | MEDLINE | ID: mdl-29920105

RESUMEN

An efficient nickel-catalyzed C-H trifluoromethylation for the synthesis of trifluoromethylated free anilines using Togni's reagent has been developed. This approach exhibits a good functional group tolerance, good regioselectivity, and chemoselectivity under mild conditions. The newly developed economical one-step method is a better alternative to synthesize trifluoromethylated free anilines.

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