1 article(s) from Grytsai, Oleksandr
Tautomeric forms of biguanide.
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Illustrations of neutral, monoprotonated, and diprotonated structures biguanide.
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The main approaches for the synthesis of biguanides. The core structure is obtained via the additio...
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The three main preparations of biguanides from cyanoguanidine.
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Synthesis of butylbiguanide using CuCl2 .
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Synthesis of biguanides by the direct fusion of cyanoguanidine and amine hydrochlorides [17,18].
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Synthesis of ethylbiguanide and phenylbiguanide as reported by Smolka and Friedreich .
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Synthesis of arylbiguanides through the reaction of cyanoguanidine with anilines in water .
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Synthesis of aryl- and alkylbiguanides by adaptations of Cohn’s procedure [20,21].
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Microwave-assisted synthesis of N1-aryl and -dialkylbiguanides [22,23].
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Synthesis of aryl- and alkylbiguanides by trimethylsilyl activation [24,26].
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Synthesis of phenformin analogs by TMSOTf activation .
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Synthesis of N1-(1,2,4-triazolyl)biguanides .
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Synthesis of 2-guanidinobenzazoles by addition of ortho-substituted anilines to cyanoguanidine [30,32] and...
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Synthesis of 2,4-diaminoquinazolines by the addition of 2-cyanoaniline to cyanoguanidine and from 3...
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Reactions of anthranilic acid and 2-mercaptobenzoic acid with cyanoguanidine [24,36,37].
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Synthesis of disubstituted biguanides with Cu(II) salts .
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Synthesis of an N1,N2,N5-trisubstituted biguanide by fusion of an amine hydrochloride and 2-cyano-1...
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Synthesis of N1,N5-disubstituted biguanides by the addition of anilines to cyanoguanidine derivativ...
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Microwave-assisted additions of piperazine and aniline hydrochloride to substituted cyanoguanidines ...
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Synthesis of N1,N5-alkyl-substituted biguanides by TMSOTf activation .
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Additions of oxoamines hydrochlorides to dimethylcyanoguanidine .
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Unexpected cyclization of pyridylcyanoguanidines under acidic conditions .
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Example of industrial synthesis of chlorhexidine .
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Synthesis of symmetrical N1,N5-diarylbiguanides from sodium dicyanamide [52,53].
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Synthesis of symmetrical N1,N5-dialkylbiguanides from sodium dicyanamide [54-56].
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Stepwise synthesis of unsymmetrical N1,N5-trisubstituted biguanides from sodium dicyanamide .
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Examples for the synthesis of unsymmetrical biguanides .
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Examples for the synthesis of an 1,3-diaminobenzoquinazoline derivative by the SEAr cyclization of ...
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Major isomers formed by the SEAr cyclization of symmetric biguanides derived from 2- and 3-aminophe...
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Lewis acid-catalyzed synthesis of 8H-pyrrolo[3,2-g]quinazoline-2,4-diamine .
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Synthesis of [1,2,4]oxadiazoles by the addition of hydroxylamine to dicyanamide [49,64].
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Principle of “bisamidine transfer” and analogy between the reactions with N-amidinopyrazole and N-a...
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Representative syntheses of N-amidino-amidinopyrazole hydrochloride [68,69].
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First examples of biguanide syntheses using N-amidino-amidinopyrazole .
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Example of “biguanidylation” of a hydrazide substrate .
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Example for the synthesis of biguanides using S-methylguanylisothiouronium iodide as “bisamidine tr...
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Synthesis of N-substituted N1-cyano-S-methylisothiourea precursors.
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Addition routes on N1-cyano-S-methylisothioureas.
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Synthesis of an hydroxybiguanidine from N1-cyano-S-methylisothiourea .
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Synthesis of an N1,N2,N3,N4,N5-pentaarylbiguanide from the corresponding triarylguanidine and carbo...
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Reactions of N,N,N’,N’-tetramethylguanidine (TMG) with carbodiimides to synthesize hexasubstituted ...
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Microwave-assisted addition of N,N,N’,N’-tetramethylguanidine to carbodiimides .
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Synthesis of N1-aryl heptasubstituted biguanides via a one-pot biguanide formation–copper-catalyzed ...
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Formation of 1,2-dihydro-1,3,5-triazine derivatives by the reaction of guanidine with excess carbod...
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Plausible mechanism for the spontaneous cyclization of triguanides .
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a) Formation of mono- and disubstituted (iso)melamine derivatives by the reaction of biguanides and...
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Reactions of 2-aminopyrimidine with carbodiimides to synthesize 2-guanidinopyrimidines as “biguanid...
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Non-catalyzed alternatives for the addition of 2-aminopyrimidine derivatives to carbodiimides. A) h...
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Addition of guanidinomagnesium halides to substituted cyanamides .
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Microwave-assisted synthesis of [11C]metformin by the reaction of 11C-labelled dimethylcyanamide an...
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Formation of 4-amino-6-dimethylamino[1,3,5]triazin-2-ol through the reaction of Boc-guanidine and d...
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Formation of 1,3,5-triazine derivatives via the addition of guanidines to substituted cyanamides .
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Synthesis of biguanide by the reaction of O-alkylisourea and guanidine .
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Aromatic nucleophilic substitution of guanidine on 2-O-ethyl-1,3,5-triazine .
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Synthesis of N1,N2-disubstituted biguanides by the reaction of guanidine and thioureas in the prese...
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Cyclization reactions involving condensations of guanidine(-like) structures with thioureas [97,98].
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Condensations of guanidine-like structures with thioureas [99,100].
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Condensations of guanidines with S-methylisothioureas [101,102].
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Addition of 2-amino-1,3-diazaaromatics to S-alkylisothioureas [103,104].
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Addition of guanidines to 2-(methylsulfonyl)pyrimidines .
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An example of a cyclodesulfurization reaction to a fused 3,5-diamino-1,2,4-triazole .
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Ring-opening reactions of 1,3-diaryl-2,4-bis(arylimino)-1,3-diazetidines .
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Formation of 3,5-diamino-1,2,4-triazole derivatives via addition of hydrazines to 1,3-diazetidine-2...
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Formation of a biguanide via the addition of aniline to 1,2,4-thiadiazol-3,5-diamines, ring opening...
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Substitution pattern of biguanides accessible by synthetic pathways a–h.
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Beilstein J. Org. Chem. 2021, 17, 1001–1040, doi:10.3762/bjoc.17.82
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