Utility of 2-cyano-N-(2-hydroxyethyl) acetamide in heterocyclic synthesis

Abstract

This review presents a systematic and comprehensive survey of the method of preparation and the chemical reactivity of 2-cyano-N-(2-hydroxyethyl) acetamide. The target compounds are important intermediates for the synthesis of a variety of synthetically useful and novel heterocyclic systems.

Enantioselective Chromatographic Separation and Lipase Catalyzed Asymmetric Resolution of Biologically Important Chiral Amines

“…As a polyfunctional synthon with both electrophilic (C-3, C-1) and nucleophilic (N, C-2) reactive sites (Figure 2) [21], cyanoacetamides have been customized to prepare diverse heterocyclic moieties [21,22,27,28] with different ring sizes (Figure 2), such as azirine [29], pyrrole [30], thiophene [31,32], pyrazole [33], isothiazole [34], imidazole [35], thiazole [36], thiadiazole [37], pyridine [38], pyridinone [39], pyrane [40], pyridazine [41], pyrimidine [28], thiazine [42], and triazine [36]. As a polyfunctional synthon with both electrophilic (C-3, C-1) and nucleophilic (N, C-2) reactive sites (Figure 2) [21], cyanoacetamides have been customized to prepare diverse heterocyclic moieties [21,22,27,28] with different ring sizes (Figure 2), such as azirine [29], pyrrole [30], thiophene [31,32], pyrazole [33], isothiazole [34], imidazole [35], thiazole [36], thiadiazole [37], pyridine [38], pyridinone [39], pyrane [40], pyridazine [4...…”