Direct amidation of esters with nitroarenes

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Direct amidation of esters with nitroarenes

Esters are one of the most common functional groups in natural and synthetic products, and the one-step conversion of the ester group into other functional groups is an attractive strategy in organic synthesis. Direct amidation of esters is particularly appealing due to the omnipresence of the amide moiety in biomolecules, fine chemicals, and drug candidates. However, efficient methods for dire...

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Amidation of esters with amino alcohols using organobase catalysis.

A catalytic protocol for the base-mediated amidation of unactivated esters with amino alcohol derivatives is reported. Investigations into mechanistic aspects of the process indicate that the reaction involves an initial transesterification, followed by an intramolecular rearrangement. The reaction is highly general in nature and can be extended to include the synthesis of oxazolidinone systems...

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Borate esters as convenient reagents for direct amidation of carboxylic acids and transamidation of primary amides.

Simple borates serve as effective promoters for amide bond formation with a variety of carboxylic acids and amines. With trimethyl or tris(2,2,2-trifluoroethyl) borate, amides are obtained in good to excellent yield and high purity after a simple work-up procedure. Tris(2,2,2-trifluoroethyl) borate can also be used for the straightforward conversion of primary amides to secondary amides via tra...

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Sodium methoxide: a simple but highly efficient catalyst for the direct amidation of esters.

A simple NaOMe catalyst provides superior accessibility to a wide variety of functionalized amides including peptides through direct amination of esters in an atom-economical and environmentally benign way.

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ژورنال

عنوان ژورنال: Nature Communications

سال: 2017

ISSN: 2041-1723

DOI: 10.1038/ncomms14878