Synthesis of functionalized imidazo[4,5-e]thiazolo[3,2-b]triazines by condensation of imidazo[4,5-e]triazinethiones with DMAD or DEAD and rearrangement to imidazo[4,5-e]thiazolo[2,3-c]triazines

• Alexei N. Izmest’ev,
• Dmitry B. Vinogradov,
• Natalya G. Kolotyrkina,
• Angelina N. Kravchenko and
• Galina A. Gazieva

Beilstein J. Org. Chem. 2021, 17, 1141–1148, doi:10.3762/bjoc.17.87

• derivatives consists in the condensation of acetylenedicarboxylic acid esters with heterocyclic compounds containing a thiourea fragment, e.g., pyrimidinethiones [18][19], 1,2,4-triazolethiols [20], and 1,2,4-triazinethiones [21][22]. An important feature of the reactions of dialkyl acetylenedicarboxylates

One-pot synthesis of 1,3,5-triazine-2,4-dithione derivatives via three-component reactions

• Gui-Feng Kang and
• Gang Zhang

Beilstein J. Org. Chem. 2020, 16, 1447–1455, doi:10.3762/bjoc.16.120

• structures of 1,3,5-triazine-2,4-dithione derivatives were characterized by spectroscopic techniques as well as by single crystal X-ray diffraction. Keywords: aldehydes; multicomponent reactions; nitrogen heterocycles; thiourea; triazinethiones; Introduction The construction of nitrogen-containing

• compounds, triazines and substituted triazines are of particular utility in drug discovery because of their broad potential biological activities [8][9]. Besides, triazinethiones also played important roles in the construction of an array of pharmacologically important compounds (Figure 1), comprising

• being susceptible to nucleophilic attack. The resulting substituted thioureas underwent a cyclization reaction providing the desired triazinethiones (Scheme 1a and 1b). However, this method required the preparation of the starting isothiocyanates, which limited its synthetic applications. In another