Synthesis of heterocycles from arylation products of unsaturated compounds: XVIII. 5-Arylfuran-2-carboxylic acids and their application in the synthesis of 1,2,4-thiadiazole, 1,3,4-oxadiazole, and [1,2,4]triazolo[3,4-b][1,3,4]thiadiazole derivatives
“…[31][32][33] The in-plane displacement of the alkoxy anion occurs in a nearly linear manner and the nucleophiles interact with the σ* orbital of the imino nitrogen of the N-O bond. The stretch of these transition states correlates with the activation barriers, that is, the higher the barrier for the intramolecular concerted S N 2-type reaction, the larger the stretching of the N-O bond in the transition-state structures (Table 1).…”
Cyclic alkoxyguanidines such as 2-methoxyiminoimidazolidine, 2-benzyloxyiminoimidazolidine and 6',7'-dihydro-5'H-spiro [cyclohexane-1,3'-imidazo[2,1-c]
“…[31][32][33] The in-plane displacement of the alkoxy anion occurs in a nearly linear manner and the nucleophiles interact with the σ* orbital of the imino nitrogen of the N-O bond. The stretch of these transition states correlates with the activation barriers, that is, the higher the barrier for the intramolecular concerted S N 2-type reaction, the larger the stretching of the N-O bond in the transition-state structures (Table 1).…”
Cyclic alkoxyguanidines such as 2-methoxyiminoimidazolidine, 2-benzyloxyiminoimidazolidine and 6',7'-dihydro-5'H-spiro [cyclohexane-1,3'-imidazo[2,1-c]
“…The obtained compounds 9a-e are white powders, soluble in DMF, DMSO, acetic acid, acetonitrile, alcohols, insoluble in water and ether. The structures of the obtained compounds were confirmed by 1 H, 13 C NMR and elemental analysis. All these new compounds gave spectroscopic data in accordance with the proposed structures.…”
Section: Synthesis Of Some 2-[5-(2-r-benzyl)thiazol-2ylimino]thiazolimentioning
confidence: 81%
“…Continuing systematic study of various derivatives of thiazolidine as potential drug candidates we represented synthesis, antimicrobial and anticancer properties evaluation of some 2-[5-(2-R-benzyl)thiazol-2-ylimino]thiazolidin-4-ones. Previously we have successfully demonstrated the use of diazonium salts in the synthesis of biologically active heterocycles such as furane [13,14], thiazole [15][16][17] and triazole [18,19]. Various combinatorial libraries of condensed compounds were also prepared [13,14,18,[21][22][23][24][25][26][27][28][29][30][31][32].…”
Section: Synthesis Of Some 2-[5-(2-r-benzyl)thiazol-2ylimino]thiazolimentioning
confidence: 99%
“…At first stage diazonium salts 1a-e react with acroleine 2 in Meerwein reaction condition [33] to form 3-aryl-2chloropropanales 3a-e [17]. These aldehydes were converted into N-(5-R-benzyl-thiazol-2-yl)-2-chloroacetamides 6a-e in two stages according to the previously reported synthetic protocols [13].…”
Section: Synthesis Of Some 2-[5-(2-r-benzyl)thiazol-2ylimino]thiazolimentioning
By the reaction of N-(5-R-benzyl-thiazol-2-yl)-2-chloroacetamides with potassium thiocyanate were synthesized 2-[5-(2-R-benzyl)thiazol-2-ylimino]thiazolidin-4-ones. The structures of target compounds 9a-e were confirmed by using NMR spectroscopy and elemental analysis. The antimicrobial and anticancer activity of synthesized compounds was evaluated. The compounds with high antimicrobial activity against Staphylococcus aureus ATCC 43300 were identified.
“…На нашу думку, особливої уваги заслуговують реакції гетероциклізації за участю 3-тіо-та 3-тіо-4-амінопохідних 1,2,4-тріазолу [4][5][6]. Відомо, що відзна-чені сполуки є перспективними під час застосування в різних сферах життєдіяльності людини [7][8][9].…”
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