AI Article Synopsis
- Researchers faced challenges with regioselective O-alkylation of amides, leading to inconsistent and often unwanted N-alkylation products.
- A new protocol has been developed that ensures complete regioselectivity in the formation of imidates from amides.
- The new method has been tested on various substrates, proving its reliability and effectiveness in achieving the desired results.
Article Abstract
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.
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| http://dx.doi.org/10.1021/acs.joc.6b00424 | DOI Listing |
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