biostudies-literatureUnknown18Barbosa YCMThe broad application of 1<i>H</i>-indazoles has prompted the development of several approaches for the synthesis of such compounds, including metal-free, palladium-, or copper-promoted intramolecular <i>N</i>-arylation of in situ-generated or isolated <i>o</i>-haloarylhydrazones. Such methods mainly start from <i>o</i>-bromo derivatives due to the better yield observed when compared to those obtained from <i>o</i>-chloroarylhydrazones. However, the <i>o</i>-chloroarylaldehydes and <i>o</i>-chloroarylketones used to prepare the arylhydrazones are more commercially available and less expensive than brominated analogs. Seeking to cover a lack in the literature, this work reports a convenient protocol for the synthesis of <i>N</i>-phenyl- and <i>N</i>-thiazolyl-1<i>H</i>-indazoles by copper-cBeilstein journal of organic chemistry1079-1087https://www.ebi.ac.uk/biostudies/studies/S-EPMC9443352biostudies-literatureSynthesis of <i>N</i>-phenyl- and <i>N</i>-thiazolyl-1<i>H</i>-indazoles by copper-catalyzed intramolecular <i>N</i>-arylation of <i>ortho</i>-chlorinated arylhydrazones.PMC9443352de Pereira CMPPizzuti LPaveglio GCMoura SSchwalm CSBarbosa YCMCasagrande GAfalseSynthesis of <i>N</i>-phenyl- and <i>N</i>-thiazolyl-1<i>H</i>-indazoles by copper-catalyzed intramolecular <i>N</i>-arylation of <i>ortho</i>-chlorinated arylhydrazones.The broad application of 1<i>H</i>-indazoles has prompted the development of several approaches for the synthesis of such compounds, including metal-free, palladium-, or copper-promoted intramolecular <i>N</i>-arylation of in situ-generated or isolated <i>o</i>-haloarylhydrazones. Such methods mainly start from <i>o</i>-bromo derivatives due to the better yield observed when compared to those obtained from <i>o</i>-chloroarylhydrazones. However, the <i>o</i>-chloroarylaldehydes and <i>o</i>-chloroarylketones used to prepare the arylhydrazones are more commercially available and less expensive than brominated analogs. Seeking to cover a lack in the literature, this work reports a convenient protocol for the synthesis of <i>N</i>-phenyl- and <i>N</i>-thiazolyl-1<i>H</i>-indazoles by copper-c2022-01-01T00:00:00Z20222025-06-01T00:33:47.733Z2024-11-13T06:02:55.599ZS-EPMC94433523610572810.3762/bjoc.18.110