Ag(I)/K₂S₂O₈-Mediated Selective Oxidation of Ynamide-Yne via Structural Reshuffling and Consecutive <i>N</i>-Desulfonylation.

ABSTRACT: Herein, we developed an intramolecular Ag(I)/K₂S₂O₈-mediated selective oxidation of alkyne in the ynamide-yne framework. Through structural reshuffling and consecutive N-desulfonylation, this process produces multisubstituted indoles (1,2-dicarbonyl). The developed intramolecular methodology exhibits remarkable advantages, including regioselective and chemoselective alkyne oxidation, the use of K₂S₂O₈ as an oxidant and oxygen source, multiple bond cleavages (N-C(sp), O-SO₃^-, N-SO₂R), and the formation of multiple new bonds (two C═O, two C(sp²)-C(sp²), and one N-C(sp²)) in a one-pot reaction. Moreover, this protocol is applicable to gram-scale synthesis

SUBMITTER: Mutra MR 

PROVIDER: S-EPMC12281566 | biostudies-literature | 2025 Jul

REPOSITORIES: biostudies-literature