Metal-Free Synthesis of 1,2,3-Triazoles in Pure Water via the Enamine Modified Annulation Reactions with Tosyl Azide

Recent Advances in Reactions Using Enaminone in Water or Aqueous Medium

“…Interestingly, by employing β-thioenaminones 21 to react with tosyl azide in water in the presence of TMEDA (N,N,N',N'-tetramethyl ethylenediamine), our group [20] further developed a facile method for the synthesis of 5-sulfur side chain functionalized 1,2, Rather recently, our continuous explore [21] in such annulation reactions proved that enaminoesters 23 (R 3 = aryl) could react with tosyl azide in pure water medium to access 1,2,3-triazoles 24 in the presence of catalytic amount of Et 3 N. In addition, when N-alkyl enaminoesters of type 23 was used, the selectivity of the reaction was switched to provide sulfonamides 25 (Scheme 11). Control experiment in water using directly β-keto ester and primary amine as precursors of 23 to react with 19 did not provide product 24, confirming that the interaction of enaminone and water was crucial for the reactions.…”

Palladium-Catalyzed E-Selective Oxidative Amination of Aromatic Amine with 3-Butenoic Acid

“…Enamine derivatives are an important class of N -containing compounds and intermediates for the synthesis of heterocycles and biologically active compounds . Enamine derivatives are also used for asymmetric syntheses of secondary or tertiary chiral amines .…”

An efficient and green procedure for transformation of thiols to disulfides and thioamides in AGA8 aqueous micelles

“…14 Thus, designing organic reactions in water has become one of the most attractive areas in Green Chemistry. 15 However, the progress is largely limited due to the poor solubility of organic reactants in water. To solve this problem, surfactants are added to form aqueous micelles by self-aggregation, which can absorb reactants into a microheterogeneous system.…”