2015
DOI: 10.1007/978-3-319-07962-2
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Chemistry of 1,2,3-triazoles

Abstract: The series Topics in Heterocyclic Chemistry presents critical reviews on present and future trends in the research of heterocyclic compounds. Overall the scope is to cover topics dealing with all areas within heterocyclic chemistry, both experimental and theoretical, of interest to the general heterocyclic chemistry community.The series consists of topic related volumes edited by renowned editors with contributions of experts in the field.More information about this series at

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Cited by 38 publications
(3 citation statements)
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(122 reference statements)
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“…The tautomerism of heterocycles , is a very common phenomenon that has been extensively studied for several decades. Related reports focusing specifically on benzotriazole and its derivatives began surfacing especially after the 1980s, including studies on relevant metal complexes. Multiple efforts have documented that several types of substituted benzotriazole derivatives exist in solution as an equilibrium mixture of the corresponding 1- and 2-isomers. Some of these cases include N -arylmethyl-, N -(aminomethyl)-, , N -(alkoxyalkyl)-, and N -(alkylthioalkyl)- or N -(arylthioalkyl)-benzotriazoles . It has been shown ,, that the main parameters that affect the position of this equilibrium are (i) solvent polarity, as a more polar solvent shifts the equilibrium toward the more polar 1-isomer, (ii) temperature, as benzotriazole has been found to be stable as the 2-isomer in gas phase, and (iii) the nature of the substituent, as the ratio of the 2-isomer increases in equilibrium when the bulkiness of the substituent is also increased.…”
Section: Methodsmentioning
confidence: 99%
“…The tautomerism of heterocycles , is a very common phenomenon that has been extensively studied for several decades. Related reports focusing specifically on benzotriazole and its derivatives began surfacing especially after the 1980s, including studies on relevant metal complexes. Multiple efforts have documented that several types of substituted benzotriazole derivatives exist in solution as an equilibrium mixture of the corresponding 1- and 2-isomers. Some of these cases include N -arylmethyl-, N -(aminomethyl)-, , N -(alkoxyalkyl)-, and N -(alkylthioalkyl)- or N -(arylthioalkyl)-benzotriazoles . It has been shown ,, that the main parameters that affect the position of this equilibrium are (i) solvent polarity, as a more polar solvent shifts the equilibrium toward the more polar 1-isomer, (ii) temperature, as benzotriazole has been found to be stable as the 2-isomer in gas phase, and (iii) the nature of the substituent, as the ratio of the 2-isomer increases in equilibrium when the bulkiness of the substituent is also increased.…”
Section: Methodsmentioning
confidence: 99%
“…Heteroaryl amidines are widely used in the synthesis of various nitrogen-containing heterocyclic compounds and have a variety of biological activities [ 1 4 ]. After the discovery of click chemistry [ 5 6 ] involving the CuAAC method of 1,2,3-triazole synthesis [ 7 8 ], there has been great interest of studing the chemical and biological properties of the triazoles thus obtained [ 9 12 ]. It should be noted that the synthesis of amidines containing other heterocycles in addition to 1,2,3-triazole in the molecule has not been described in the literature.…”
Section: Introductionmentioning
confidence: 99%
“…After the discovery of click chem-istry [5,6] involving the CuAAC method of 1,2,3-triazole synthesis [7,8], there has been great interest of studing the chemical and biological properties of the triazoles thus obtained Scheme 1: Synthesis of heteroaryl amidines. [9][10][11][12]. It should be noted that the synthesis of amidines containing other heterocycles in addition to 1,2,3-triazole in the molecule has not been described in the literature.…”
Section: Introductionmentioning
confidence: 99%