KSO promoted metal-free direct C-alkylation of acetophenones with alcohols

Herein, we report a metal-free synthetic methodology for the C-alkylation of acetophenones following a hydrogen borrowing-like pathway using the commercially available inorganic oxidant K 2 S 2 O 8 in conjunction with KO t Bu. This study articulates the potential of K 2 S 2 O 8 in fast initiation of...

Full description

Saved in:
Bibliographic Details
Published inOrganic & biomolecular chemistry Vol. 21; no. 48; pp. 9519 - 9523
Main Authors Gautam, Deepak, Gahlaut, Puneet Singh, Pathak, Shristi, Jana, Barun
Format Journal Article
Published 13.12.2023
Online AccessGet full text

Cover

More Information
Summary:Herein, we report a metal-free synthetic methodology for the C-alkylation of acetophenones following a hydrogen borrowing-like pathway using the commercially available inorganic oxidant K 2 S 2 O 8 in conjunction with KO t Bu. This study articulates the potential of K 2 S 2 O 8 in fast initiation of the oxidation of benzyl alcohols to develop an atom-economical, easy, and more efficient methodology for the C-alkylation of various acetophenones and synthesis of a variety of substituted quinolines. Experimental data from control experiments, literature and characterization of intermediates through spectroscopic techniques support the proposed plausible mechanism. A metal-free synthetic methodology for the C-alkylation of acetophenones following a hydrogen borrowing-like pathway using the commercially available inorganic oxidant K 2 S 2 O 8 in conjunction with KO t Bu is reported.
Bibliography:Electronic supplementary information (ESI) available: Tables, figures and details of the experiments. See DOI
https://doi.org/10.1039/d3ob01526b
ISSN:1477-0520
1477-0539
DOI:10.1039/d3ob01526b