Gold-Catalysed Cycloisomerisation of Ynamides To Access 2,2-Disubstituted Tetrahydrothiophene Motifs
نویسندگان
چکیده
Abstract Ynamides bearing a tethered allyl sulfoxide undergo gold-catalysed cycloisomerisation to afford tetrahydrothiophene-2-carboxamides and their benzo-fused analogues. The reactions are initiated by formal 7-endo-dig cyclisation accommodate range of different substituents. use N-allyl ynamides provided route into novel spirocyclic ε-lactam structures.
منابع مشابه
Gold(I)-catalysed cycloisomerisation of 1,6-enynes into functionalised allenes.
1,6-Enynes can be transformed into vinylidenecyclopentanes via gold-promoted 5-exo dig cyclisation followed by 1,5-hydride or -alkoxide shift.
متن کاملGold-catalysed synthesis of amino acid-derived 2,5-disubstituted oxazoles.
Amino acid-derived propargylic amides are cyclised in a one-pot, Au(III)-catalysed operation to yield 5-bromomethyl oxazoles. These compounds are further elaborated to bis-heterocycles, dipeptide mimics and more.
متن کاملGold-catalysed cycloisomerisation reactions of 2-(2-propynyl)pyridine N-oxides leading to indolizinones.
Gold(I)-catalysed tandem oxygen-transfer/cycloisomerisation reaction of 2-(2-propynyl)pyridine N-oxides provides an atom-economical route to indolizinone frameworks.
متن کاملGold-catalysed room-temperature cycloisomerisation of alkynes and unactivated enolisable ketones.
The cycloisomerisation of simple keto-alkynes proceeds at room temperature under the mild conditions of gold catalysis. Bicyclic fused and spiro compounds can be obtained by overall 5-exo and 6-exo carbon-carbon bond-forming cyclisations.
متن کاملA gold-catalysed fully intermolecular oxidation and sulfur-ylide formation sequence on ynamides.
An efficient C-O, C-S and C-C bond-forming sequence leads to functionalised compounds bearing sulfur-substituted quaternary carbons. Ynamides are employed as diazo-equivalents to access the [2,3]-sigmatropic rearrangements of allyl sulfonium ylides by a three-component chemoselective oxidation and intermolecular ylide formation.
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
ژورنال
عنوان ژورنال: Synlett
سال: 2021
ISSN: ['0936-5214', '1437-2096']
DOI: https://doi.org/10.1055/a-1434-4273