195191-91-4Relevant academic research and scientific papers
Anti-Markovnikov Hydroazidation of Alkenes by Visible-Light Photoredox Catalysis
Wang, Juan-Juan,Yu, Wei
supporting information, p. 3510 - 3514 (2019/02/19)
The anti-Markovnikov hydroazidation of alkenes has been accomplished under visible-light irradiation by using [Ir(dF(CF3)ppy)2(dtbbpy)]PF6 as the photocatalyst and trimethylsilyl azide as the azidating agent. The reactions were greatly facilitated by water, the beneficial effect of which can be attributed to its participation in the reaction as the hydrogen donor, as indicated by deuterium isotope experiments. The reactions proceed under solvent free conditions in the presence of water. 4-Dimethylaminopyridine also exhibited a beneficial effect on the reactions. The present method enabled hydroazidation of several types of unactivated alkenes with good yields and high regioselectivity.
Design, synthesis, and evaluation of N-aroyloxy-2-thiopyridones as DNA photocleaving reagents
Blom, Petra,Xiang, Alan X.,Kao, David,Theodorakis, Emmanuel A.
, p. 727 - 736 (2007/10/03)
N-Benzoyloxy-2-thiopyridone (12) was shown to induce single-strand nicks in duplex DNA upon irradiation with visible light (λ~350nm). This finding led to the design of a series of compounds, in which an acridinyl nucleus was covalently linked to the N-benzoyloxy-2-thiopyridone unit. These conjugates (15, 16, 17 and 18) were synthesized and evaluated as novel DNA photocleaving reagents. Optimal photocleaving activity was observed for conjugate 16, in which a flexible polymethylene spacer of 4 carbons was used to connect the aminoacridine entity to the thiopyridone. This compound was shown to cleave DNA at low μM concentrations and was approximately two-orders of magnitude more efficient than the parent N-benzoyloxy-2-thiopyridone (12). Furthermore, the DNA cleavage ladders induced by 16 and 12 were found to be identical and of no significant sequence selectivity. These data suggest that the N-aroyloxy-2-thiopyridones can be used for the design of new DNA photocleaving reagents with potential use as 'photofootprinting agents' or as 'site-directed photonucleases'. Copyright (C) 1999 Elsevier Science Ltd.
Photochemical cleavage of duplex DNA by N-benzoyloxy-2-thiopyridone linked to 9-aminoacridine
Theodorakis, Emmanuel A.,Xiang, Xin,Blom, Petra
, p. 1463 - 1464 (2007/10/03)
Upon illumination N-aroyloxy-2-thiopyridones induce non-specific single-strand nicks in duplex DNA at micromolar concentrations.
