130984-36-0Relevant academic research and scientific papers
Discovery of wrightiadione as a novel template for the TrkA kinase inhibitors
Jeong, Yujeong,Lim, Sang Min,Hong, Sungwoo
, p. 5186 - 5189 (2015)
Enzymatic kinase assays and docking simulation studies have shown that the natural product wrightiadione displays inhibitory activity toward TrkA and PLK3. In this study, the template of wrightiadione served as a starting point for Trk inhibitor developme
Synthesis of Flavanone and Quinazolinone Derivatives from the Ruthenium-Catalyzed Deaminative Coupling Reaction of 2′-Hydroxyaryl Ketones and 2-Aminobenzamides with Simple Amines
Gnyawali, Krishna,Kirinde Arachchige, Pandula T.,Yi, Chae S.
supporting information, p. 218 - 222 (2022/01/15)
The cationic Ru–H complex [(C6H6)(PCy3)(CO)RuH]+BF4– (1) with 3,4,5,6-tetrachloro-1,2-benzoquinone (L1) was found to be a highly effective catalyst for the deaminative coupling reaction of 2′-hydroxyaryl ketones with simple amines to form 3-substituted flavanone products. The analogous deaminative coupling reaction of 2-aminobenzamides with branched amines directly formed 3,3-disubstituted quinazolinone products. The catalytic method efficiently installs synthetically useful flavanone and quinazolinone core structures without employing any reactive reagents.
A Borane-Catalyzed Metal-Free Hydrosilylation of Chromones and Flavones
Ren, Xiaoyu,Han, Caifang,Feng, Xiangqing,Du, Haifeng
, p. 2421 - 2424 (2017/11/04)
A Piers-type hydrosilylation of chromones and flavones has been successfully realized for the first time using 0.1 mol % of borane catalyst generated in situ by hydroboration of pentafluorostyrene with HB(C 6 F 5) 2 to afford a variety of chromanones and flavanones in 60-99% yields. An attempt for the asymmetric transformation with chiral diyne and HB(C 6 F 5) 2 gave chromanones and flavanones in high yields with up to 32% ee.
Tandem Dehydrogenation/Oxidation/Oxidative Cyclization Approach to Wrightiadione and Its Derivatives
Jeong, Yujeong,Moon, Youngtaek,Hong, Sungwoo
supporting information, p. 3252 - 3255 (2015/07/15)
Wrightiadione contains a unique tetracyclic isoflavone moiety and has been shown to exhibit a broad range of biological activities. An efficient and straightforward synthetic method for generating the molecular complexity of wrightiadione was developed th
Photolysis of 3-bromochroman-4-ones
Consuelo Jiménez,Miranda, Miguel A.,Tormos, Rosa
, p. 339 - 347 (2007/10/03)
Photolysis of 3-bromochroman-4-ones (1a-f) leads to debrominated chromanones (2a-f) and chromones (3a-f) as major products. Their formation is accounted for in terms of primary cleavage of the carbon halogen bond to give α-carbonyl radicals (I) and/or cations (II). In the case of the 2,2-disubstituted compounds (1d-f), intermediates (II) undergo rearrangement with 1,2-shift of the phenyl or benzyl substituent prior to deprotonation. Minor by-products are the pentacyclic pyrone (4e) or 2-methylchromone (3a) (starting from 1e and 1f, respectively).
