A one-pot synthesis of 2-aminothiazoles via the coupling of ketones and thiourea using I₂/dimethyl sulfoxide as a catalytic oxidative system

Abstract

A series of 2-aminothiazoles is prepared in moderate-to-good yields by the direct coupling of ketones and thiourea using I2/dimethyl sulfoxide as a catalytic oxidative system. This method avoids the preparation of lachrymatory and toxic α-haloketones and the use of an acid-binding agent, thus providing a more convenient approach to 2-aminothiazoles compared to the Hantzsch reaction.

Synthesis of substituted heterocyclic with their cobalt(Ⅱ) complexes from 2-amino- thiazoles and evaluation of their biological activity

“…As a promising applicant for antiviral drug development, research has shown that cobaltocene able to inhibit the replication of HSV by interfering with its DNA synthesis machinery Figure 1 [3,4]. In this research we synthesised novel organic ligands (1)(2)(3)(4)(5)(6)(7)(8) and confirmed their structures by their physical properties and FTIR, 1 H NMR and 13 C NMR spectroscopies. These ligands (1)(2)(3)(4)(6)(7)(8) were used to prepared novel complexes.…”

“…It was then dried using MgSO4 and the solvent was removed under reduced pressure. The formed precipitate was filtered, washed with water, and recrystallized using ethanol [5]. (1).…”

Thiourea derivatives containing 4-arylthiazoles and d-glucose moiety: design, synthesis, antimicrobial activity evaluation, and molecular docking/dynamics simulations

“…According to this synthetic route, substituted 4-aryl-2-aminothiazoles ( 2a–h ) were synthesized by the reaction of the corresponding substituted acetophenones ( 1a–h ) with thiourea in the presence of iodine. 34,35 This process took place in the solid phase. The derivatives of 1-(2,3,4,6-tetra- O -acetyl-β- d -glucopyranosyl)-3-(4-arylthiazol-2-yl) thioureas ( 4a–h ) were easily synthesized by the addition of the corresponding amino compounds 2a–h to peracetylated glucopyranosyl isothiocyanate 3 .…”

Facile one-pot synthesis of thiazol-2(3H)-imine derivatives from α-active methylene ketones.

“…Several methods for the synthesis of thiazoles and their derivatives were developed by various catalysts, conditions, and strategies [12][13][14][15][16][17][18][19][20][21]. From these methods, we were interested in the synthesis of thiazoles by condensation of α-halo ketones with thioamides [22][23][24][25][26][27][28]. Beyzaei et al reported the one-pot synthesis of thiazol-2(3H)-imines through nucleophilic substitution of chloride in 3chloroacetylacetone with thiocyanate group followed by cyclo condensation with various hydrazine or hydrazide derivatives.…”