[Bis(2-methoxyethyl)amino]sulfur Trifluoride, the Deoxo-Fluor Reagent: Application toward One-Flask Transformations of Carboxylic Acids to Amides

Artigo Revisado por pares

[Bis(2-methoxyethyl)amino]sulfur Trifluoride, the Deoxo-Fluor Reagent: Application toward One-Flask Transformations of Carboxylic Acids to Amides

2004; American Chemical Society; Volume: 69; Issue: 7 Linguagem: Inglês

10.1021/jo035658k

ISSN

1520-6904

Autores

Jonathan M. White, Ashok Rao Tunoori, Brandon J. Turunen, Gunda I. Georg,

Tópico(s)

Advanced Synthetic Organic Chemistry

Resumo

The use of the Deoxo-Fluor reagent is a versatile method for acyl fluoride generation and subsequent one-flask amide coupling. It provides mild conditions and facile purification of the desired products in good to excellent yields. We have explored the utility of this reagent for the one-flask conversion of acids to amides and Weinreb amides and as a peptide-coupling reagent.

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[Bis(2-methoxyethyl)amino]sulfur Trifluoride, the Deoxo-Fluor Reagent: Application toward One-Flask Transformations of Carboxylic Acids to Amides