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Synthesis of Imidates : TFA-Mediated Regioselective Amide Alkylation Using Meerwein's Reagent

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Author

Summary, in English

Regioselective O-alkylation of an amide to form the corresponding imidate is a common synthetic problem, often resulting in varying amounts of N-alkylation. Screening existing methods for converting amides to imidates gave inconsistent or irreproducible results, sometimes affording N-alkylamide as the major product. A simple and reliable protocol for amide O-alkylation with complete regioselectivity has been designed, and its scope and efficiency demonstrated on a number of substrates.

Publishing year

2016-04-15

Language

English

Pages

3470-3472

Publication/Series

Journal of Organic Chemistry

Volume

81

Issue

8

Document type

Journal article

Publisher

The American Chemical Society (ACS)

Topic

  • Organic Chemistry

Status

Published

ISBN/ISSN/Other

  • ISSN: 0022-3263