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21.1.6 Synthesis with Retention of the Functional Group

DOI: 10.1055/sos-SD-021-00136

Li, W-R.Science of Synthesis, (200521179.

General Introduction

Amides are useful and important synthetic targets and intermediates in organic synthesis and drug discovery. Various methods of synthesizing amides have been reported in the literature; these methods have been continually modified and new methodologies have been developed, so a wide range of options are available for obtaining any desired amide. This section focuses on the synthesis of amides from other amides with retention of the functional group. These include amides derived from formamides, imides (diacylamines), triacylamines, enamides, lactams, α-acyl cyanamides, alkynamides, and alkenamides, as well as amides obtained from other amides by transamidation, acyl exchange on the nitrogen, modification of the substituent on the nitrogen, and N-alkylation or dealkylation. Emphasis is placed on synthetic routes developed since the mid-1980s.