By Wim Dehaen, Vasiliy A. Bakulev
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Additional resources for Chemistry of 1,2,3-triazoles
Sample text
Conversely, reaction of 171 having electron-donating substituents, including both aryls and alkyls, proceeds only reluctantly; the conversion of the process is low and the yields of the thiazoles are poor. Remarkably, the reaction tolerates a large variety of 4-substituted 1,2,3-triazoles 171 as shown in Scheme 54 [62]. Carbonyl ylides 183, generated from rhodium catalyzed decomposition of diazocarbonyl compounds with ketones are prone to react with ketones via intermolecular 1,3-dipolar cycloaddition.
5 N-Arylation (N-Heteroarylation) of NH-1,2,3-Triazoles . . . . . . . . . . . . . . 6 N-Acylation, N-Sulfonation, and N-Carbamoylation of NH-1,2,3-Triazoles . . . . 5 Synthesis of 2H-1,2,3-Triazoles by Transformations of Functionalized Hydrazones . . 1 Oxidation of Mono- and Bis(arylhydrazones) . . . . . . . . . . . . . . . . . . . . 2 Oxidative Cyclization of Arylhydrazonoacetamidoximes and α-HydrazonoOximes .
This operation together with a nickel(0) catalyst was included to form a general protocol to prepare polysubstituted pyrroles by reaction of N-sulfonyl-1,2,3-triazoles 123 with allenes 124. The authors have examined the generality of this reaction and have shown that various 5- and 4-substituted 1,2,3-triazoles 123 react well with undeca-1,2-diene to form the corresponding pyrroles 122 bearing both electron-withdrawing and -donating substituents at position 4 and 5 of the ring, respectively. Furthermore, 1,4,5trisubstituted -1,2,3-triazoles 123 are shown to react with undeca-1,2-diene 124 to furnish tetrasubstituted pyrroles 122.