Cu-Catalyzed highly selective silylation and borylation of alkenylsulfonium salts

Organic Chemistry Frontiers, Год журнала: 2021, Номер 8(20), С. 5699 - 5704

Опубликована: Янв. 1, 2021

A Cu-catalyzed highly selective silylation and borylation of alkenylsulfonium salts under mild conditions is reported providing various alkenylsilanes alkenylboranes.

Язык: Английский

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Sonogashira Cross-Coupling of Aryl Ammonium Salts by Selective C–N Activation Catalyzed by Air- and Moisture-Stable, Highly Active [Pd(NHC)(3-CF₃-An)Cl₂] (An = Aniline) Precatalysts

Organic Letters, Год журнала: 2022, Номер 24(34), С. 6310 - 6315

Опубликована: Авг. 24, 2022

We report the Sonogashira cross-coupling of aryl ammonium salts catalyzed by air- and moisture-stable [Pd(NHC)(3-CF3-An)Cl2] (An = aniline). This highly active Pd(II)–NHC complex features broad scope excellent C–N activation selectivity in challenging alkynylative salts. Full structural characterization computational studies demonstrate effect pyridine to aniline replacement as effective stabilizing ancillary ligand well-defined Pd(II)–NHCs. Considering high reactivity recent commercialization (Millipore Sigma, no. 915165), this catalyst represents an attractive approach bonds synthetic interest.

Язык: Английский

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Synthesis of alkynyl sulfides via base-promoted nucleophilic ring-opening of α-bromostyrene sulfonium salt

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер 22(15), С. 2953 - 2957

Опубликована: Янв. 1, 2024

An efficient method for the synthesis of alkynyl sulfides

Язык: Английский

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Base‐Promoted Selective Synthesis of Alkynyl Sulfides via C−S Bond Cleavage of Alkynyl Sulfonium Salts

Advanced Synthesis & Catalysis, Год журнала: 2024, Номер 366(10), С. 2264 - 2269

Опубликована: Апрель 10, 2024

Abstract An effective one‐pot approach has been devised for the selective synthesis of alkynyl sulfides through cleavage C−S bonds in sulfonium salts. This method involves a base‐promoted nucleophilic ring‐opening and desulfurization pathway, enabling efficient preparation diverse sulfide compounds. The reaction demonstrates excellent tolerance to various functional groups proves applicable late‐stage functionalization bioactive molecules pharmaceuticals. Moreover, practicality this underscored scale‐up modification products.

Язык: Английский

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Pd-catalyzed relay Heck arylation of alkenyl alcohols with arylsulfonium salts

Organic Chemistry Frontiers, Год журнала: 2024, Номер 11(15), С. 4219 - 4230

Опубликована: Янв. 1, 2024

The Pd-catalyzed relay Heck arylation of alkenyl alcohols with arylsulfonium salts is first reported for synthesizing arylalkyl ketones or aldehydes.

Язык: Английский

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