One-Pot and Three-Component synthesis of Substituted Pyrimidines Catalysed by Boron Sulfuric Acid under Solvent-Free Conditions

Abstract

An efficient, simple and one-pot synthesis of pyrimidine derivatives by a three-component reaction of ketones, triethyl orthoformate, and ammonium acetate in the presence of boron sulfuric acid as a reusable and efficient catalyst under solventfree conditions is reported. The reusability of catalyst, simplicity of the starting materials, short reaction time, one-pot, and good yields of products are the main advantages.

One-Pot Reactions of Triethyl Orthoformate with Amines

“…Konaka hara et al [61] use the multicomponent coupling reaction catalyzed by zinc chloride (ZnCl2) for the synthesis of the 4,5-disubstituted pyrimidine derivative using ketone 59, in a single step. Soheilizad et al [62] report the synthesis of pyrimidine derivatives 60 in the presence of boron sulfuric acid as a recyclable and effective catalyst under solvent-free conditions. This procedure has some advantages, such as catalyst reuse, shorter reaction Rao et al [60] described the cyclocondensation of TEOF 1 with ethyl 5-amino-4-cyano-3-methylthiophene-2-carboxylate 57, which, in the presence of a few drops of acetic acid as a catalyst and substituted aniline 16, gave ethyl (halo substituted phenylamino)-5methylthieno[2,3-d]pyrimidine-6-carboxylate derivatives 58 in good yield (Scheme 16).…”

“…Konakahara et al [61] use the multicomponent coupling reaction catalyzed by zinc chloride (ZnCl2) for the synthesis of the 4,5-disubstituted pyrimidine derivative using ketone 59, in a single step. Soheilizad et al [62] report the synthesis of pyrimidine derivatives 60 in the presence of boron sulfuric acid as a recyclable and effective catalyst under solvent-free conditions. This procedure has some advantages, such as catalyst reuse, shorter reaction A simple, one-pot synthesis by a three-component coupling reaction of TEOF 1, ammonium acetate 53 and ketones 59 or 61 is also reported, as shown in Scheme 17.…”

Synthesis of Pyrimidine Derivatives Catalyzed by Nanomagnetic Pyridinium‐Tribromide Ionic Liquid

“…Also, three‐component coupling reaction catalyzed by ZnCl 2, TBBDA, TsOH and Boron sulfuric acid provides the synthesis of various 4,5‐disubstituted pyrimidine derivatives via one‐pot reaction from acetophenones, triethylorthoformate, and ammonium acetate. In view of the green chemistry, we tried in this work to substitute harmful substrate by magnetic nano‐Fe 3 O 4 based on pyridine as a novel nanocatalyst which contains surface high density Br 3 − in the synthesis of pyrimidines, so, we propose a new route for the synthesis of pyrimidines, from one‐pot reaction of triethoxymethane, various ketones and ammonium acetate using nano‐magnetic functional pyridiniunm‐tribromide (TBP‐SCMNPs), as a novel catalyst and choline chloride/urea mixture as a deep eutectic solvent (Scheme ).…”