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1.
Org Biomol Chem ; 22(6): 1186-1193, 2024 Feb 07.
Artículo en Inglés | MEDLINE | ID: mdl-38214570

RESUMEN

An azido-radical-triggered cyclization of N-(o-cyanobiaryl)acrylamides with TMSN3via a C(sp3)-N/C(sp2)-C(sp3)/C(sp2)-N bond formation cascade is described. This reaction features mild conditions and high bond-forming efficiency, making it an efficient method for the construction of azide-substituted pyridophenanthridines.

2.
Org Lett ; 25(40): 7412-7416, 2023 Oct 13.
Artículo en Inglés | MEDLINE | ID: mdl-37788358

RESUMEN

A visible-light-promoted cascade cyclization of 3-ethynyl-[1,1'-biphenyl]-2-carbonitriles with unsaturated α-bromocarbonyls for the synthesis of tetrahydrobenzo[mn]cyclopenta[b]acridines is described. Three C(sp3)-C(sp2) bonds, one C(sp2)-N bond, and three cycles can be formed in a single reaction through the addition of a C-centered radical to the carbon-carbon triple bond and three radical cyclizations. This reaction features mild conditions, wide substrate scope, and high bond-forming efficiency.

3.
Org Lett ; 25(24): 4525-4529, 2023 Jun 23.
Artículo en Inglés | MEDLINE | ID: mdl-37288936

RESUMEN

An oxidative azido-difluoromethylthiolation of alkenes by employing TMSN3 as the azide source and PhSO2SCF2H as the difluoromethylthiolation reagent is reported. The present method is characterized by good functional group tolerance, broad substrate scope, and short reaction time, thereby providing an efficient access to synthetically useful ß-difluoromethylthiolated azides. Mechanistic studies indicate a radical pathway involved in the reaction.


Asunto(s)
Alquenos , Azidas , Alquenos/química , Azidas/química , Catálisis , Indicadores y Reactivos
4.
J Org Chem ; 88(7): 4528-4535, 2023 Apr 07.
Artículo en Inglés | MEDLINE | ID: mdl-36913662

RESUMEN

A copper-catalyzed cascade multicomponent reaction for synthesizing ditriazolyl diselenides from azides, terminal alkynes, and elemental selenium has been developed. The present reaction features utilizing readily available and stable reagents, high atom-economy, and mild reaction conditions. A possible mechanism is proposed.

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