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- W4280490082 endingPage "7318" @default.
- W4280490082 startingPage "7308" @default.
- W4280490082 abstract "Thionyl fluoride (SOF2) is an underutilized reagent that is yet to be extensively studied for its synthetic applications. We previously reported that it is a powerful reagent for both the rapid syntheses of acyl fluorides and for one-pot peptide couplings, but the full scope of these nucleophilic acyl substitutions had not been explored. Herein, we report one-pot thionyl fluoride-mediated syntheses of peptides and amides (35 examples, 45-99% yields) that were not explored in our previous study. The scope of thionyl fluoride-mediated nucleophilic acyl substitutions was also expanded to encompass esters (24 examples, 64-99% yields) and thioesters (11 examples, 24-96% yields). In addition, we demonstrate that the scope of thionyl fluoride-mediated one-pot reactions can be extended beyond nucleophilic acyl substitutions to mild reductions of carboxylic acids using NaBH4 (13 examples, 33-80% yields)." @default.
- W4280490082 created "2022-05-22" @default.
- W4280490082 creator A5005100822 @default.
- W4280490082 creator A5014298922 @default.
- W4280490082 creator A5032363520 @default.
- W4280490082 creator A5076941448 @default.
- W4280490082 date "2022-05-12" @default.
- W4280490082 modified "2023-10-12" @default.
- W4280490082 title "Thionyl Fluoride-Mediated One-Pot Substitutions and Reductions of Carboxylic Acids" @default.
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