Access to amidines via C(sp2)–N coupling of trifluoroborate-iminiums with N-fluorobenzenesulfonimide DOI Creative Commons
Damijan Knez, Andrej Šterman, Izidor Sosič

и другие.

Chemical Science, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

Amidines are an important class of organic compounds with widespread application as superbases, nucleophilic catalysts, and building blocks heterocyclic in synthesis. Moreover, they represent structural motif medicinal chemistry. This work describes primary trifluoroborate-iminiums unprecedented azide- transition-metal-free transformation to N-sulfonyl amidines the presence N-fluorobenzenesulfonimide (NFSI). novel C(sp2)-N bond-forming reaction proceeds without excess any reagent, under mild conditions provides good high yields by a simple isolation procedure. Density functional theory (DFT) mechanistic studies into this support that use base is required activate either trifluoroborate-iminium or NFSI promote bond formation via attack nitrogen. The utility developed methodology showcased synthesis two bioactive compounds.

Язык: Английский

Access to amidines via C(sp2)–N coupling of trifluoroborate-iminiums with N-fluorobenzenesulfonimide DOI Creative Commons
Damijan Knez, Andrej Šterman, Izidor Sosič

и другие.

Chemical Science, Год журнала: 2025, Номер unknown

Опубликована: Янв. 1, 2025

Amidines are an important class of organic compounds with widespread application as superbases, nucleophilic catalysts, and building blocks heterocyclic in synthesis. Moreover, they represent structural motif medicinal chemistry. This work describes primary trifluoroborate-iminiums unprecedented azide- transition-metal-free transformation to N-sulfonyl amidines the presence N-fluorobenzenesulfonimide (NFSI). novel C(sp2)-N bond-forming reaction proceeds without excess any reagent, under mild conditions provides good high yields by a simple isolation procedure. Density functional theory (DFT) mechanistic studies into this support that use base is required activate either trifluoroborate-iminium or NFSI promote bond formation via attack nitrogen. The utility developed methodology showcased synthesis two bioactive compounds.

Язык: Английский

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