Chemoselective α-Sulfidation of Amides Using Sulfoxide Reagents
Name
acs.orglett.0c03160.pdf
Description
Published version
Size
1.58 MB
Format
Unknown
Checksum (MD5)
f2e03cc6bf1e16552a48e2cb74d8a074
Author(s)
Leypold, Mario
D’Angelo, Kyan A.
Movassaghi, Mohammad
Date Issued
October 2020
Journal
Organic Letters
Publisher
American Chemical Society (ACS)
Citation
Leypold, Mario, D’Angelo, Kyan A and Movassaghi, Mohammad. 2020. "Chemoselective α-Sulfidation of Amides Using Sulfoxide Reagents." Organic Letters, 22 (22).
Version
Final published version
Abstract
© 2020 American Chemical Society The direct α-sulfidation of tertiary amides using sulfoxide reagents under electrophilic amide activation conditions is described. Employing convenient and readily available reagents, selective functionalization takes place to generate isolable sulfonium ions en route to α-sulfide amides. Mechanistic studies identified activated sulfoxides as promoters of the desired transformation and enabled the extension of the methodology from benzylic to aliphatic amide substrates.
MIT Department
Massachusetts Institute of Technology. Department of Chemistry
Terms of Use
Creative Commons Attribution 4.0 International license
Persistent DSpace Link
DOI of Published Version
https://doi.org/10.1021/acs.orglett.0c03160
