RESUMEN
A novel method to synthesise 2-arylindoles is demonstrated via direct arylation of indoles with arylsulfonyl hydrazides. Under the optimized reaction conditions, the reaction well tolerates a wide variety of functional groups to afford structurally diverse 2-arylindoles in good to excellent yields at 70 °C.
RESUMEN
A range of highly enantioenriched primary allylic amines underwent palladium-catalyzed oxidative coupling with sulfonyl hydrazides open to air at room temperature to give structurally diverse allylic sulfones in moderate to excellent yields with excellent retention of ee.
Asunto(s)
Compuestos Alílicos/química , Aminas/química , Hidrazinas/química , Paladio/química , Sulfonas/química , Catálisis , Acoplamiento Oxidativo , EstereoisomerismoRESUMEN
An unprecedented three-component oxysulfenylation reaction of alkenes with sulfonyl hydrazides and alcohols has been developed in the presence of 20 mol% iodine to give a range of structurally diverse ß-alkoxy sulfides in good to excellent yields.
Asunto(s)
Hidrazinas/química , Indoles/química , Yodo/química , Azufre/química , Catálisis , Oxidación-Reducción , EstereoisomerismoRESUMEN
An unprecedented protocol has been developed for the regioselective synthesis of structurally diverse indene derivatives from readily accessible N-benzylic sulfonamides and disubstituted alkynes through FeCl(3)-catalyzed cleavage of sp(3) carbon-nitrogen bonds to generate benzyl cation intermediates. In the presence of 10 mol % of FeCl(3), a broad range of N-benzylic sulfonamides smoothly react with internal alkynes, alkynylcarbonyl compounds, alkynyl chalcogenides, or alkynyl halides to afford various functionalized indene derivatives with extremely high regioselectivity.