848142-79-0Relevant academic research and scientific papers
Tosyl Hydrazine-Promoted Tandem Condensation and Cyclization of Acyl Azobenzenes Enabling Access to 2H-Indazoles under Metal-Free Aerobic Conditions
Son, Jeong-Yu,Kim, Hyunseok,Baek, Yonghyeon,Um, Kyusik,Ko, Gi Hoon,Han, Gi Uk,Han, Sang Hoon,Lee, Kooyeon,Lee, Phil Ho
, p. 4354 - 4361 (2018/10/02)
Tosyl hydrazine-promoted tandem condensation and cyclization of 2-acyl azobenzenes under metal-free aerobic conditions was demonstrated to give 2-aryl-2H-indazoles having alkyl- or aryl groups at the 3-position in quantitative yields through the release o
Rhenium-Catalyzed [4 + 1] Annulation of Azobenzenes and Aldehydes via Isolable Cyclic Rhenium(I) Complexes
Geng, Xiaoyu,Wang, Congyang
supporting information, p. 2434 - 2437 (2015/05/27)
The first Re-catalyzed [4 + 1] annulation of azobenzenes with aldehydes was developed to furnish 2H-indazoles via isolable and characterized cyclic ReI-complexes. For the first time, the acetate-acceleration effect is showcased in Re-catalyzed C-H activation reactions. Remarkably, mechanistic studies revealed an irreversible aldehyde-insertion step, which is in sharp contrast to those of previous Rh- and Co-systems. (Chemical Presented).
Direct access to acylated azobenzenes via Pd-catalyzed C-H functionalization and further transformation into an indazole backbone
Li, Hongji,Li, Pinhua,Wang, Lei
, p. 620 - 623 (2013/04/10)
Azobenzenes were readily acylated at the 2-position through a Pd-catalyzed C-H functionalization from simple aromatic azo compounds and aldehydes in good yields. The obtained acylated azobenzenes could be efficiently converted into the corresponding indaz
Indazole estrogens: Highly selective ligands for the estrogen receptor β
De Angelis, Meri,Stossi, Fabio,Carlson, Kathryn A.,Katzenellenbogen, Benita S.,Katzenellenbogen, John A.
, p. 1132 - 1144 (2007/10/03)
The estrogen receptors, ERα and ERβ, are important pharmaceutical targets. To develop ERβ-selective ligands, we synthesized a series of nonsteroidal compounds having a phenyl-2H-indazole core with different groups at C-3. Several of these show high affinity and good ERβ selectivity, especially those with polar and/or polarizable substituents at this site (halogen, CF3, nitrile); the best compounds have affinities for ERβ comparable to estradiol, with ERβ affinity selectivity >100. This potency and ERβ selectivity is also seen in cell-based transcriptional assays, where several compounds showed ERβ efficacies equivalent to that of estradiol with ERβ potency selectivities of 100. These compounds might prove useful as selective pharmacological probes to study the biological actions of estrogens mediated through ERβ, and they might lead to the development of useful pharmaceuticals. These findings also contribute to an evolving pharmacophore that characterizes certain nonsteroidal ligands having high ERβ subtype affinity and potency selectivity.
