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DOI: 10.1055/a-1709-3426
Chemoselective Reduction of Tertiary Amides by 1,3-Diphenyldisiloxane (DPDS)
Abstract
A convenient procedure for the chemoselective reduction of tertiary amides at room temperature in the presence of air and moisture using 1,3-diphenyldisiloxane (DPDS) is developed. The reaction conditions tolerate a significant number of functional groups including esters, nitriles, secondary amides, carbamates, sulfoxides, sulfones, sulfonyl fluorides, halogens, aryl-nitro groups, and arylamines. The conditions reported are the mildest to date and utilize EtOAc, a preferred solvent given its excellent safety profile and lower environmental impact. The ease of setup and broad chemoselectivity make this method attractive for organic synthesis, and the results further demonstrate the utility of DPDS as a selective reducing agent.
Supporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/a-1709-3426.
- Supporting Information
Publikationsverlauf
Eingereicht: 16. Oktober 2021
Angenommen nach Revision: 30. November 2021
Accepted Manuscript online:
30. November 2021
Artikel online veröffentlicht:
26. Januar 2022
© 2021. Thieme. All rights reserved
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