Deuterodehalogenation Under Net Reductive or Redox‐Neutral Conditions Enabled by Paired Electrolysis
作者:Devin Wood、Song Lin
DOI:10.1002/anie.202218858
日期:2023.4.3
Site-specific introduction of deuterium is important in organic and medicinal chemistry. Herein, we present an electrochemical method for the deuterodehalogenation of aryl and heteroaryl benzylic halides, using inexpensive deuteriumoxide as the deuterium source. We also uncover a sequential paired electrolysis regime, which permits switching between net reductive and overall redox-neutral reactions
A novel thio-Ritter-type reaction of alkyl bromides, nitriles, and hydrogen sulfide has been explored, providing a straightforward approach toward functionally important thioamides. This transformation features a broad substrate scope, operational simplicity, use of available feedstock chemicals, and late-stage functionalizations of bioactive molecules. The reaction mechanism is also proposed.