54184-68-8Relevant academic research and scientific papers
Photocatalysis Enabling Acceptorless Dehydrogenation of Diaryl Hydrazines at Room Temperature
Sahoo, Manoj K.,Saravanakumar, Krishnasamy,Jaiswal, Garima,Balaraman, Ekambaram
, p. 7727 - 7733 (2018/07/25)
Aromatic azo compounds are privileged structural motifs, and they exhibit a myriad of pharmaceutical as well as industrial applications. Here, we report a catalytic acceptorless dehydrogenation of diarylhydrazine derivatives to access a wide variety of aryl-azo compounds with the removal of molecular hydrogen as the sole byproduct. This distinctive reactivity has been achieved under dual catalytic conditions by merging the visible-light active [Ru(bpy)3]2+ as the photoredox catalyst and Co(dmgH)2(py)Cl as the proton-reduction catalyst. The reaction proceeds smoothly under very mild and benign conditions and operates at ambient temperature. This dual catalytic approach is highly compatible with many different functional groups and has a broad substrate scope. We have also demonstrated the reversible hydrogen storage and release phenomenon on hydrazobenzene/azobenzene couple to show the utility of these compounds as hydrogen storage materials. Further diversification of azobenzene was shown by a transition-metal-catalyzed azo-group-directed ortho-C-H bond functionalization.
NHPI and palladium cocatalyzed aerobic oxidative acylation of arenes through a radical process
Liang, Yu-Feng,Wang, Xiaoyang,Tang, Conghui,Shen, Tao,Liu, Jianzhong,Jiao, Ning
supporting information, p. 1416 - 1419 (2016/01/25)
The NHPI and palladium cocatalyzed radical oxidative acylation of arenes with aldehydes and alcohols as acyl equivalents via selective C-H functionalization has been described. Molecular oxygen, the most environmentally friendly oxidant, was used as the terminal oxidant in this catalytic cycle.
A highly efficient palladium-catalyzed decarboxylative ortho-acylation of azobenzenes with α-oxocarboxylic acids: Direct access to acylated azo compounds
Li, Hongji,Li, Pinhua,Tan, Hui,Wang, Lei
supporting information, p. 14432 - 14436 (2013/11/06)
Avoiding additives: A highly efficient and mild Pd-catalyzed decarboxylative ortho-acylation of azobenzenes with α-oxocarboxylic acids was developed that provides an alternative route to acylated azo compounds. This decarboxylative acylation process was completed in the absence of any additives at ambient temperature, to afford the acylated azobenzenes in moderate to good yields (see scheme). Copyright
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
Intramolecular Cyclization of Iminoxyl Radicals
Atmaram, Shiravanate,Forrester, Alexander R.,Gill, Melvyn,Napier, Russell J.,Thomson, Ronald H.
, p. 641 - 648 (2007/10/02)
Iminyl radicals, generated by oxidation of the corresponding O-carboxymethoximes with persulfate, do not cyclise onto an ajacent azo group but the structurally related iminoxyls cyclise to give indazoles.ESR evidence is presented for the intramolecular ad
