Synlett 2021; 32(09): 897-900
DOI: 10.1055/a-1434-4273
letter

Gold-Catalysed Cycloisomerisation of Ynamides To Access 2,2-Disubstituted Tetrahydrothiophene Motifs

Parmjit Heer Kaur
,
We thank the EPSRC for funding (EP/F031254/1).


Abstract

Ynamides bearing a tethered allyl sulfoxide undergo a gold-catalysed cycloisomerisation to afford tetrahydrothiophene-2-carboxamides and their benzo-fused analogues. The reactions are initiated by a formal 7-endo-dig cyclisation and accommodate a range of different substituents. The use of N-allyl ynamides provided a route into novel spirocyclic ε-lactam structures.

Supporting Information



Publication History

Received: 28 January 2021

Accepted after revision: 13 March 2021

Publication Date:
13 March 2021 (online)

© 2021. Thieme. All rights reserved

Georg Thieme Verlag KG
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