39585-77-8Relevant academic research and scientific papers
Magnesiation of pyridine N-oxides via iodine or bromine-magnesium exchange: A useful tool for functionalizing pyridine N-oxides
Duan, Xin-Fang,Zi-Qian, Ma.,Zhang, Fang,Zhang, Zhan-Bin
supporting information; experimental part, p. 939 - 942 (2009/06/20)
Iodo- or 2-bromopyridine N-oxides were readily magnesiated with i-PrMgCl ? LiCl via the iodine or bromine-magnesium exchange. The bromine adjacent to pyridine N-oxide (at the 2- or 6-position) can be regioselectively magnesiated in the presence of other position substituted halogens. This method was tested in various substituted pyridine N-oxide systems, and has been successfully applied to the total synthesis of caerulomycins E and A.
Kinetics and mechanism of the reaction of Cr(II) aqua ions with benzoylpyridine N-oxide
Cheng, Mingming,Bakac, Andreja
, p. 2077 - 2082 (2008/02/12)
Aqueous chromium(II) ions, Craq2+, react with benzoylpyridine oxide (BPO) much more rapidly than with other pyridine N-oxides previously explored. The kinetics were studied under pseudo-first order conditions with either reagent in excess. Under both sets of conditions, the major kinetic term exhibits first order dependence on limiting reagent, and second order dependence on excess reagent, i.e. kCr = k2Cr[BPO][Craq2+]2 (excess Craq2+), and kBPO = k2BPO[Craq2+][BPO]2 (excess BPO), where k2Cr = (6.90 +/- 0.27) x 104 M-2s-1 and k2BPO = (3.32 +/- 0.28) x 105 M-2s-1 in 0.10 M HClO4. The rate constant k2Cr contains terms corresponding to [H+]-independent and [H+]-catalyzed paths. In the proposed mechanism, the initially formed Craq(BPO)2+ engages in parallel oxidation of Craq2+ and reduction of BPO. The latter reaction provides the basis for a convenient new preparative route for the BPO complex of Cr(III).
