288591-69-5Relevant articles and documents
Rhodium(III)-Catalyzed Oxidative Annulation of Ketoximes with Sulfonamide: A Direct Approach to Indazoles
Wang, Ning,Liu, Lingling,Xu, Wentao,Zhang, Mengye,Huang, Zhibin,Shi, Daqing,Zhao, Yingsheng
supporting information, (2019/01/21)
A rhodium(III)-catalyzed intermolecular C-H amination of ketoxime and iodobenzene diacetate-enabled N-N bond formation in the synthesis of indazoles has been developed. A variety of functional groups were well tolerated, providing the corresponding produc
Aerobic oxidation of PdII to PdIV by active radical reactants: Direct C-H nitration and acylation of arenes via oxygenation process with molecular oxygen
Liang, Yu-Feng,Li, Xinyao,Wang, Xiaoyang,Yan, Yuepeng,Feng, Peng,Jiao, Ning
, p. 1956 - 1963 (2015/03/14)
A Pd-catalyzed aerobic oxidative C-H nitration and acylation of arenes with simple and readily available tert-butyl nitrite (TBN) and toluene as the radical precursors has been developed. Molecular oxygen is employed as the terminal oxidant and oxygen source to initiate the active radical reactants. Many different directing groups such as pyridine, pyrimidine, pyrazole, pyridol, pyridylketone, oxime, and azo groups can be employed in these novel transformations. The PdII/PdIV catalytic cycle through a radical process is the most likely pathway for these oxidative C-H nitration and acylation reactions.
Enzymatic synthesis of caged NADP cofactors: Aqueous NADP photorelease and optical properties
Salerno,Magde,Patron
, p. 3971 - 3981 (2007/10/03)
The synthesis of caged NADP analogues 18, 19, and 20 has been accomplished by utilizing the transglycosidase activity of solubilized NAD glycohydrolase (porcine brain) to incorporate caged nicotinamides 2, 3, and 4 into NADP. The synthesis of several nicotinamides modified at the carboxamide with o-nitrobenzyl photolabile groups is demonstrated as well as their potential for enzymatic transglycosidation. These results further demonstrate the feasibility of direct enzymatic transglycosidation of sterically hindered substrates into NAD(P), although high nicotinamide analogue water solubility was found to be a necessary trait for yield enhancement with certain analogues. Caged analogues were surveyed under aqueous conditions for net NADP photorelease, while the UV and fluorescent properties of both analogues and their photobyproducts were assessed for compatibility with systems that rely on optical monitoring of enzyme activity. A highly water-soluble α-methyl-o-nitrobenzyl group 8 was developed for the synthesis of 20 in order to enhance net NADP photorelease. Compound 20 demonstrated a high 75% net NADP photoreleased without substantial UV optical blackening or fluorescent byproducts. Analogues 18 and 19 were shown by ESI/MALDI-MS to photogenerate primarily adducts of NADP with deleterious UV and fluorescent properties. Our work stresses the superior release properties conferred by α-methyl substitution on aqueous carboxamide photorelease from o-nitrobenzyl compounds.