4.6 Article

Practical one-pot amidation of N-Alloc-, N-Boc-, and N-Cbz protected amines under mild conditions

Journal

RSC ADVANCES
Volume 11, Issue 26, Pages 15890-15895

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d1ra02242c

Keywords

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Funding

  1. National Research Foundation of Korea (NRF) - Korea government (MSIT) [NRF-2021R1A2C1011204]
  2. National Research Foundation of Korea [NRF-2020R1I1A3071821]

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This method describes a facile one-pot synthesis of amides from N-Alloc-, N-Boc-, and N-Cbz-protected amines using isocyanate intermediates generated in situ, resulting in high yields of amides. It offers a promising approach for facile amidation.
A facile one-pot synthesis of amides from N-Alloc-, N-Boc-, and N-Cbz-protected amines has been described. The reactions involve the use of isocyanate intermediates, which are generated in situ in the presence of 2-chloropyridine and trifluoromethanesulfonyl anhydride, to react with Grignard reagents to produce the corresponding amides. Using this reaction protocol, a variety of N-Alloc-, N-Boc-, and N-Cbz-protected aliphatic amines and aryl amines were efficiently converted to amides with high yields. This method is highly effective for the synthesis of amides and offers a promising approach for facile amidation.

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