13327-31-6Relevant articles and documents
Highly Chemoselective Deoxygenation of N-Heterocyclic N-Oxides Using Hantzsch Esters as Mild Reducing Agents
An, Ju Hyeon,Kim, Kyu Dong,Lee, Jun Hee
supporting information, p. 2876 - 2894 (2021/02/01)
Herein, we disclose a highly chemoselective room-temperature deoxygenation method applicable to various functionalized N-heterocyclic N-oxides via visible light-mediated metallaphotoredox catalysis using Hantzsch esters as the sole stoichiometric reductant. Despite the feasibility of catalyst-free conditions, most of these deoxygenations can be completed within a few minutes using only a tiny amount of a catalyst. This technology also allows for multigram-scale reactions even with an extremely low catalyst loading of 0.01 mol %. The scope of this scalable and operationally convenient protocol encompasses a wide range of functional groups, such as amides, carbamates, esters, ketones, nitrile groups, nitro groups, and halogens, which provide access to the corresponding deoxygenated N-heterocycles in good to excellent yields (an average of an 86.8% yield for a total of 45 examples).
3. 4 - dihydro - 1H - benzo [c] [1, 2] oxa boric acid compound or a pharmaceutically acceptable salt thereof and its preparation and use
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Paragraph 0258-0260, (2017/08/14)
The invention relates to 3,4-dihydro-1H-benzo[c][1,2]oxaboric acid compounds or pharmaceutically acceptable salts thereof, a preparation method of the compounds and application of the compounds and the salts. Concretely, the invention relates to the compound with the general formula (I) and the pharmaceutically acceptable salts, and the preparation method of the compounds. The invention also relates to a pharmaceutical composition containing the compounds or the pharmaceutically acceptable salts as a receptor tyrosine kinase inhibitor, especially as a c-Met inhibitor. The invention also relates to application of the compounds or the pharmaceutical composition to prepare medicines for preventing and/or treating diseases related to c-Met abnormity. The compounds have obvious propagation inhibition activity on SNU-5 cells, and have obvious inhibition effect on c-Met kinases activity.
Quinoline synthesis by improved Skraup-Doebner-Von Miller reactions utilizing acrolein diethyl acetal
Ramann, Ginelle A.,Cowen, Bryan J.
supporting information, p. 6436 - 6439 (2015/11/16)
A robust synthetic method has been developed as an improvement to the venerable Skraup-Doebner-Von Miller reaction providing access to various quinoline products. The straightforward procedure utilizes acrolein diethyl acetal as a three-carbon annulation partner with aniline substrates in a monophasic, organic solvent-free reaction medium. Differentially substituted aniline precursors were found to be compatible with the reaction conditions and the corresponding quinoline products are isolated in moderate to good yields.