117847-41-3Relevant academic research and scientific papers
Palladium-Catalyzed, Norbornene-Mediated, ortho-Amination ipso-Amidation: Sequential C-N Bond Formation
Whyte, Andrew,Olson, Maxwell E.,Lautens, Mark
supporting information, p. 345 - 348 (2018/01/27)
A palladium-catalyzed, norbornene-mediated ortho- and ipso-C-N bond-forming Catellani reaction is reported. This reaction proceeds through a sequential intermolecular amination followed by intramolecular cyclization of a tethered amide. The products, ortho-aminated dihydroquinolinones, were generated in moderate to good yields and are present in bioactive molecules. This work highlights the challenge of competing intra- vs intermolecular palladium-catalyzed processes.
Phenanthrene-4,5-quinones: a Synthesis of Morphenol
Hewgill, Frank R.,Stewart, Jeffery M.
, p. 1305 - 1312 (2007/10/02)
Oxidation of 1,3,6,8-tetra-t-butil-9,10-dihydrophenanthrene-4,5-diol (8), gave the corresponding 4,5-quinone (9), isolated as its oxepine valence isomer (19).Oxidation of 1,3,6,8-tetra-t-butilphenanthrene-4,5-diol (3) gave an even less stable quinone (4) which rearranged via its arene oxide valence isomer (26) to an enone (22).Acid catalysed debutylation of this produced morphenol (24).The annelated analogue (27) of the phenanthrenequinone (4) showed no tendency to rearrange.
