Catalytic Staudinger—Vilarrasa Reaction for the Direct Ligation of Carboxylic Acids and Azides

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Phosphine-based redox catalysis in the direct traceless Staudinger ligation of carboxylic acids and azides.

The synthesis of amide C N bonds through nucleophilic acyl substitutions constitutes one of the most fundamental transformations in chemical synthesis. Recently, the Staudingertype ligation of carboxylic acid derivatives (e.g., acid chlorides, anhydrides, acyl selenides, and thioesters) and azides has become a preeminent strategy for amide C N bond construction (Scheme 1a). However, the generat...

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ژورنال

عنوان ژورنال: The Journal of Organic Chemistry

سال: 2009

ISSN: 0022-3263,1520-6904

DOI: 10.1021/jo802825e